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US4470930A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of nuclear chlorinated aromatic compounds

Assignee: Occidental Chemical Corp
•
Filing: 1982-02-09
•
Granted: 1984-09-11
•
Expires: 2002-02-09
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Abstract

Abstract Chloro-aromatic compounds of the formula ##STR1## wherein R is CF 3 , OCF 3 , OC 2 F 5 , CN, NCO, or COCl, m is 0 or 1, and n is 0 or 1 are prepared by the vapor phase chloro-denitration reaction of a chlorinating agent with a nitro-aromatic compound of the formula ##STR2## where R, m, and n are as defined above.

Inventors

  • 👤 David Y. Tang
  • 👤 Byron R. Cotter
  • 👤 Frederick J. Goetz

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 20:45
CPC Classifications
C; C07; C07C; C07C255/00; C07B; C07B39/00; C07C17/00; C07C17/093; C07C201/00; C07C201/06; C07C201/08; C07C25/00; C07C25/02; C07C25/13; C07C265/00; C07C265/12; C07C39/00; C07C39/24; C07C39/26; C07C43/00; C07C43/02; C07C43/20; C07C43/225; C07C51/00; C07C51/347; C07C51/363

Claims Analysis

Total Claims: 54
Claim 1
Independent Claim 67 words
A process for the preparation of chloro-aromatic compounds of the formula ##STR5## wherein R is CF 3 , OCF 3 , OC 2 F 5 , CN, NCO, or COCl, m is 0 or 1, and n is 0, 1 or 2, which comprises reacting chlorine with a nitro-aromatic compound of the formula ##STR6## where R, m, and n are as defined above, in the vapor phase.
Claim 2
Dependent Claim 67 words
A process for the preparation of chloro-aromatic compounds of the formula ##STR5## wherein R is CF 3 , OCF 3 , OC 2 F 5 , CN, NCO, or COCl, m is 0 or 1, and n is 0, 1 or 2, which comprises reacting chlorine with a nitro-aromatic compound of the formula ##STR6## where R, m, and n are as defined above, in the vapor phase.
Claim 3
Dependent Claim 14 words
A process according to claim 1 wherein m is o, and n is o.
Claim 4
Dependent Claim 14 words
A process according to claim 1 wherein n is 1 and n is 0.
Claim 5
Dependent Claim 14 words
A process according to claim 1 wherein m is 0 and n is 1.
Claim 6
Dependent Claim 14 words
A process according to claim 1 wherein m is 1 and n is 1.
Claim 7
Dependent Claim 27 words
A process according to claims 1, 2, 3, 4, or 5 wherein the process is carried out at a temperature of about 250° to about 450° Celsius.
Claim 8
Dependent Claim 51 words
A process according to claim 1 wherein a chlorobenzotrifluoride of the formula ##STR7## where m is 0 or 1 and n is 0 or 1, is prepared by the vapor phase chloro-denitration reaction of a nitro-benzotrifluoride compound of the formula ##STR8## where m and n are as defined above, with chlorine.
Claim 9
Dependent Claim 14 words
A process according to claim 7 wherein m is 0 and n is 0.
Claim 10
Dependent Claim 14 words
A process according to claim 7 wherein m is 1 and n is 0.
Claim 11
Dependent Claim 14 words
A process according to claim 7 wherein m is 0 and n is 1.
Claim 12
Dependent Claim 14 words
A process according to claim 7 wherein m is 1 and n is 1.
Claim 13
Dependent Claim 20 words
A process according to claim 7 wherein 3-chloro-4-fluorobenzotrifluoride is prepared by the vapor phase chloro-denitration reaction of 4-fluoro-3-nitro-benzotrifluoride with chlorine.
Claim 14
Dependent Claim 20 words
A process according to claim 7 wherein 2-chloro-5-fluorobenzotrifluoride is prepared by the vapor phase chloro-denitration reaction of 5-fluoro-2-nitrobenzotrifluoride with chlorine.
Claim 15
Dependent Claim 20 words
A process according to claim 7 wherein 5-chloro-2-fluorobenzotrifluoride is prepared by the vapor phase chloro-denitration reaction of 2-fluoro-5-nitrobenzotrifluoride with chlorine.
Claim 16
Dependent Claim 20 words
A process according to claim 7 wherein 2,5-dichloro-4-fluorobenzotrifluoride is prepared by the vapor phase chloro-denitration reaction of 5-chloro-4-fluoro-2-nitrobenzotrifluoride with chlorine.
Claim 17
Dependent Claim 31 words
A process according to claims 7, 8, 9, 10, 11, 12, 13, 14 or 15 wherein the reaction is carried out at a temperature of about 290° to about 410° Celsius.
Claim 18
Dependent Claim 51 words
A process according to claim 1 wherein a chlorobenzonitrile of the formula ##STR9## where m is 0 or 1 and n is 0 or 1, is prepared by the vapor phase chloro-denitration reaction of a nitro-benzonitrile compound of the formula ##STR10## where m and n are as defined above, with chlorine.
Claim 19
Dependent Claim 14 words
A process according to claim 17 wherein m is 0 and n is 0.
Claim 20
Dependent Claim 14 words
A process according to claim 17 wherein m is 1 and n is 0.
Claim 21
Dependent Claim 14 words
A process according to claim 17 wherein m is 0 and n is 1.
Claim 22
Dependent Claim 14 words
A process according to claim 17 wherein m is 1 and n is 1.
Claim 23
Dependent Claim 20 words
A process according to claim 17 wherein 2-chlorobenzonitrile is prepared by the vapor phase chloro-denitration reaction of 2-nitrobenzonitrile with chlorine.
Claim 24
Dependent Claim 20 words
A process according to claim 17 wherein 3-chlorobenzonitrile is prepared by the vapor phase chloro-denitration reaction of 3-nitrobenzonitrile with chlorine.
Claim 25
Dependent Claim 19 words
A process according to claim 17 wherein 4-chlorobenzonitrile is prepared by vapor phase chloro-denitration reaction of 4-nitrobenzonitrile with chlorine.
Claim 26
Dependent Claim 30 words
A process according to claims 17, 18, 19, 20, 21, 22, 23, or 24 wherein the reaction is carried out at a temperature of about 290° to about 410° Celsius.
Claim 27
Dependent Claim 52 words
A process according to claim 1 wherein a chlorobenzoyl chloride of the formula ##STR11## where m is 0 or 1 and n is 0 or 1, is prepared by the vapor phase chloro-denitration reaction of a nitrobenzoyl chloride of the formula ##STR12## where m and n are as defined above, with chlorine.
Claim 28
Dependent Claim 14 words
A process according to claim 26 wherein m is 0 and n is 0.
Claim 29
Dependent Claim 14 words
A process according to claim 26 wherein m is 1 and n is 0.
Claim 30
Dependent Claim 14 words
A process according to claim 26 wherein n is 0 and n is 1.
Claim 31
Dependent Claim 14 words
A process according to claim 26 wherein m is 1 and n is 1.
Claim 32
Dependent Claim 22 words
A process according to claim 26 wherein 4-chlorobenzoyl chloride is prepared by the vapor phase chloro-denitration reaction of 4-nitrobenzoyl chloride with chlorine.
Claim 33
Dependent Claim 22 words
A process according to claim 26 wherein 3-chlorobenzoyl chloride is prepared by the vapor phase chloro-denitration reaction of 3-nitrobenzoyl chloride with chlorine.
Claim 34
Dependent Claim 29 words
A process according to claims 26, 27, 28, 29, 30, 31, or 32 wherein the reaction is carried out at a temperature of about 290° to about 410° Celsius.
Claim 35
Dependent Claim 52 words
A process according to claim 1 wherein a chlorophenyl isocyanate of the formula ##STR13## where m is 0 or 1 and n is 0 or 1, is prepared by the vapor phase chloro-denitration reaction of a nitrophenyl isocyanate of the formula ##STR14## where m and n are as defined above, with chlorine.
Claim 36
Dependent Claim 14 words
A process according to claim 34 wherein m is 0 and n is 0.
Claim 37
Dependent Claim 14 words
A process according to claim 34 wherein m is 1 and n is 0.
Claim 38
Dependent Claim 14 words
A process according to claim 34 wherein m is 0 and n is 1.
Claim 39
Dependent Claim 14 words
A process according to claim 34 wherein m is 1 and n is 1.
Claim 40
Dependent Claim 22 words
A process according to claim 34 wherein 3-fluoro-2-chlorophenyl isocyanate is prepared by the vapor phase chloro-denitration reaction of 3-fluoro-2-nitrophenyl isocyanate with chlorine.
Claim 41
Dependent Claim 28 words
A process according to claims 34, 35, 36, 37, 38 or 39, wherein the reaction is carried out at a temperature of about 290° to about 410° Celsius.
Claim 42
Dependent Claim 50 words
A process according to claim 1 wherein a chloro-pentafluoroethoxybenzene of the formula ##STR15## where m is 0 or 1 and n is 0 or 1, is prepared by the vapor phase chloro-denitration reaction of a nitro-pentafluoroethoxybenzene of the formula ##STR16## where m and n are as defined above, with chlorine.
Claim 43
Dependent Claim 14 words
A process according to claim 41 wherein m is 0 and n is 0.
Claim 44
Dependent Claim 14 words
A process according to claim 41 wherein m is 1 and n is 0.
Claim 45
Dependent Claim 14 words
A process according to claim 41 wherein m is 0 and n is 1.
Claim 46
Dependent Claim 14 words
A process according to claim 41 wherein m is 1 and n is 1.
Claim 47
Dependent Claim 27 words
A process according to claims 41, 42, 43, 44, or 45, wherein the reaction is carried out at a temperature of about 290° to about 410° Celsius.
Claim 48
Dependent Claim 50 words
A process according to claim 1 wherein a chloro-trifluoromethoxybenzene of the formula ##STR17## where m is 0 or 1 and n is 0 or 1, is prepared by the vapor phase chloro-denitration reaction of a nitro-fluoromethoxybenzene of the formula ##STR18## where m and n are as defined above, with chlorine.
Claim 49
Dependent Claim 14 words
A process according to claim 47 wherein m is 0 and n is 0.
Claim 50
Dependent Claim 14 words
A process according to claim 47 wherein m is 1 and n is 0.
Claim 51
Dependent Claim 14 words
A process according to claim 47 wherein m is 0 and n is 1.
Claim 52
Dependent Claim 14 words
A process according to claim 47 wherein m is 1 and n is 1.
Claim 53
Dependent Claim 20 words
A process according to claim 47 wherein 4-chlorotrifluoromethoxybenzene is prepared by the vapor phase chloro-denitration reaction of 4-nitrotrifluoromethoxybenzene with chlorine.
Claim 54
Dependent Claim 28 words
A process according to claims 47, 48, 49, 50, 51, or 52 wherein the reaction is carried out at a temperature of about 290° to about 410° Celsius.

References Cited (Backward Citations)

US4225534A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-09-11 1988-03-12 1988-09-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-09-11 1992-03-12 1992-09-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-09-11 1996-03-12 1996-09-11 $7700.00 Window Closed / Lapsed

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