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

HRID 280434Notes

Reaction equation

HRID 280434 reaction equation
[CH3:1][NH:2][CH3:3].[N:4]([C:7]1[CH:22]=[CH:21][C:10]([O:11][C:12]2[CH:13]=[CH:14][C:15]3[S:19][N:18]=[CH:17][C:16]=3[CH:20]=2)=[CH:9][CH:8]=1)=[C:5]=[O:6]>C(OCC)C>[CH3:1][N:2]([CH3:3])[C:5]([NH:4][C:7]1[CH:22]=[CH:21][C:10]([O:11][C:12]2[CH:13]=[CH:14][C:15]3[S:19][N:18]=[CH:17][C:16]=3[CH:20]=2)=[CH:9][CH:8]=1)=[O:6]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 132693995-(4-Isocyanatophenoxy)-1,2-benzothiazole

Product 1

HCID 13269404N'-{4-[(1,2-Benzothiazol-5-yl)oxy]phenyl}-N,N-dimethylureaYield 88%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
25 °C

Procedure

5 parts of gaseous dimethylamine were passed into a solution of 26.8 parts of 5-(4'-isocyanatophenoxy)-benzisothiazole in 300 parts of diethyl ether, the reaction mixture was stirred for 12 hours at from 20 to 30° C., and the resulting precipitate was isolated. 27.6 parts (88% of theory) of 5-(4'-dimethylaminocarbonylaminophenoxy)-benzisothiazole of melting point 156° C. were obtained.

Workup

  1. customthe resulting precipitate was isolated

Sources & evidence

ORD record
ord-6979be0fe24f4b6087dd4b1227e56ead
Source dataset
uspto-grants-1986_05
Patent number
US04589910

Reaction notes

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