2,6-Dichloroaniline → HCID 178480764, compound

HRID 2397533Notes

Reaction equation

HRID 2397533 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10](SC)[CH2:9][N:8]([CH3:14])[C:7](=[O:15])[C:6]=2[CH:16]=1.[Cl:17][C:18]1[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[C:19]=1[NH2:20]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:20][C:19]3[C:18]([Cl:17])=[CH:24][CH:23]=[CH:22][C:21]=3[Cl:25])[CH2:9][N:8]([CH3:14])[C:7](=[O:15])[C:6]=2[CH:16]=1

Participants

3

Reactant 2

HCID 118462,6-DichloroanilineHCID 21428214HCID 21428214, compound

Product 1

HCID 178480764HCID 178480764, compound

Procedure

A mixture of 20.38 g (0.08 m) of 7-chloro-3,4-dihydro-4-methyl-2-methylthio-5H-1,4-benzodiazepine-5-one and 64.81 g (0.40 m) of 2,6-dichloroaniline is stirred and heated to 225° for 11/2 hr. The reaction mixture is cooled to room temperature and crystallized from ether to give the crude product, 7-chloro-2-(2',6'-dichloroanilino)-3,4-dihydro-4-methyl-5H-1,4-benzodiazepine-5-one, m.p. (230) 240°-245°. Recrystallization from acetone-ether and from methanol-isopropanol gives white solid with m.p. 247°-249.5° .

Workup

  1. temperatureheated to 225° for 11/2 hr
  2. customcrystallized from ether

Sources & evidence

ORD record
ord-dc1e0346fee2423091e9abf7546f2f19
Source dataset
uspto-grants-1977_05
Patent number
US04022767

Reaction notes

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