Dimethylamine → N'-{4-[(1,2-Benzothiazol-5-yl)oxy]-3-chlorophenyl}-N,N-dimethylurea

HRID 280436Notes

Reaction equation

HRID 280436 reaction equation
[CH3:1][NH:2][CH3:3].[Cl:4][C:5]1[CH:20]=[C:19]([N:21]=[C:22]=[O:23])[CH:18]=[CH:17][C:6]=1[O:7][C:8]1[CH:9]=[CH:10][C:11]2[S:15][N:14]=[CH:13][C:12]=2[CH:16]=1>C(OCC)C>[Cl:4][C:5]1[CH:20]=[C:19]([NH:21][C:22]([N:2]([CH3:3])[CH3:1])=[O:23])[CH:18]=[CH:17][C:6]=1[O:7][C:8]1[CH:9]=[CH:10][C:11]2[S:15][N:14]=[CH:13][C:12]=2[CH:16]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 233204485-(2-Chloro-4-isocyanatophenoxy)-1,2-benzothiazole

Product 1

HCID 13269412N'-{4-[(1,2-Benzothiazol-5-yl)oxy]-3-chlorophenyl}-N,N-dimethylureaYield 70%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

5 parts of gaseous dimethylamine were passed into 30.3 parts of 5-(2'-chloro-4'-isocyanatophenoxy)-benzisothiazole and 300 parts of diethyl ether at from 20° to 30° C., the mixture was stirred for 12 hours at this temperature and the resulting precipitate was then isolated and dried. 27.5 parts (70% of theory) of 5-(2'-chloro-4'-dimethylaminocarbonylaminophenoxy)-benzisothiazole of melting point 149° C. were obtained.

Workup

  1. customthe resulting precipitate was then isolated
  2. customdried

Sources & evidence

ORD record
ord-c787a72257114c1488497ee2ee3b83b4
Source dataset
uspto-grants-1986_05
Patent number
US04589910

Reaction notes

Loading…