Ethylamine → N-ethyl-3-(2,4-difluorophenylthio)4-nitrobenzamide

HRID 1087187Notes

Reaction equation

HRID 1087187 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[S:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][C:18]=1[N+:19]([O-:21])=[O:20])[C:13](Cl)=[O:14].[CH2:22]([NH2:24])[CH3:23]>O1CCCC1.O>[CH2:22]([NH:24][C:13](=[O:14])[C:12]1[CH:16]=[CH:17][C:18]([N+:19]([O-:21])=[O:20])=[C:10]([S:9][C:3]2[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=2[F:1])[CH:11]=1)[CH3:23]

Participants

5

Reactant 2

HCID 6341EthylamineHCID 103592393-(2,4-Difluorophenylthio)-4-nitrobenzoyl chloride

Product 1

HCID 11724674N-ethyl-3-(2,4-difluorophenylthio)4-nitrobenzamide

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3-(2,4-difluorophenylthio)-4nitrobenzoyl chloride (1 g) in tetrahydrofuran (3 ml) was added to a stirred solution of 70% ethylamine (0.5 ml) in water (5 ml) at 5° to 10° C. The mixture was stirred at the same temperature for 1 hour and at room temperature for 1 hour. Water (30 ml) was added to the reaction mixture. The precipitates were filtered, washed with water, and dried under reduced pressure to give a yellow powder of N-ethyl-3-(2,4-difluorophenylthio)-4-nitrobenzamide (0.94 g).

Workup

  1. filtrationThe precipitates were filtered
  2. washwashed with water
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-743862e944b54095a8fc0f367eeb1cd1
Source dataset
uspto-grants-1991_07
Patent number
US05034417

Reaction notes

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