Hydrochloric Acid → HCID 22769718, compound

HRID 1764734Notes

Reaction equation

HRID 1764734 reaction equation
[N+:1]([C:4]1[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=1[NH2:6])([O-:3])=[O:2].Cl[C:12]1[C:17]([N+:18]([O-:20])=[O:19])=[CH:16][C:15]([N+:21]([O-:23])=[O:22])=[CH:14][C:13]=1[C:24]([F:27])([F:26])[F:25].[OH-].[K+].Cl>CN(C)C=O>[N+:1]([C:4]1[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=1[NH:6][C:12]1[C:17]([N+:18]([O-:20])=[O:19])=[CH:16][C:15]([N+:21]([O-:23])=[O:22])=[CH:14][C:13]=1[C:24]([F:25])([F:27])[F:26])([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 69462-NitroanilineHCID 14797Potassium HydroxideHCID 67851Benzene, 2-chloro-1,5-dinitro-3-(trifluoromethyl)-

Product 1

HCID 22769718HCID 22769718, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To a stirred solution of 2-nitroaniline (6.91 g.) and 2-chloro-3,5-dinitrobenzotrifluoride (13.53 g.) in dry dimethylformamide (150 ml.) potassium hydroxide (8.0 g, pellets) was added in small portions over 15 minutes. During the addition, the temperature rose from 20° C. to 80° C. When the addition was complete the mixture was stirred for two hours at 60° C., after which concentrated hydrochloric acid was added to acidify the mixture. Industrial methylated spirit (50 ml.) was then added and the mixture stirred for 15 minutes at the ambient temperature. The solid precipitate was collected by filtration, washed with water and dried to yield 2(2-nitroanilino)-3,5-dinitrobenzotrifluoride, melting point 154°-156° C.

Workup

  1. additionDuring the addition
  2. customrose from 20° C. to 80° C
  3. additionWhen the addition
  4. stirringthe mixture stirred for 15 minutes at the ambient temperature
  5. filtrationThe solid precipitate was collected by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-5cd602d9a3304cc8817daa10583bc5f4
Source dataset
uspto-grants-1978_09
Patent number
US04117167

Reaction notes

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