Diethyl Ether → HCID 53897982, compound

HRID 280437Notes

Reaction equation

CO[NH:3][CH3:4].[Cl:5][C:6]1[CH:21]=[C:20]([N:22]=[C:23]=[O:24])[CH:19]=[CH:18][C:7]=1[O:8][C:9]1[CH:10]=[CH:11][C:12]2[S:16][N:15]=[CH:14][C:13]=2[CH:17]=1.[CH2:25]([O:27]CC)C>>[Cl:5][C:6]1[CH:21]=[C:20]([N:22]([O:27][CH3:25])[C:23]([NH:3][CH3:4])=[O:24])[CH:19]=[CH:18][C:7]=1[O:8][C:9]1[CH:10]=[CH:11][C:12]2[S:16][N:15]=[CH:14][C:13]=2[CH:17]=1

Participants

Reactant 3

HCID 3283Diethyl Ether2×

HCID 14232N,O-Dimethylhydroxylamine

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

Product 1

HCID 53897982HCID 53897982, compoundYield 83%

Procedure

A solution of 6.1 parts of N-methoxy-N-methylamine in 100 parts of diethyl ether was added to a solution of 30.3 parts of 5-(2'-chloro-4'-isocyanatophenoxy)-benzisothiazole in 300 parts of diethyl ether at from 20° to 30° C., and after 12 hours at this temperature the reaction mixture was evaporated down and the residue was treated with about 50 parts of diethyl ether. 30.2 parts (83% of theory) of 5-[2'-chloro-4'-(N-methoxy-N-methylaminocarbonylamino)-phenoxy]-benzisothiazole of melting point 128° C. were obtained.

Workup

customafter 12 hours at this temperature the reaction mixture was evaporated down
additionthe residue was treated with about 50 parts of diethyl ether

Sources & evidence

ORD record: ord-5e775fd44d6347f1aa8bfcab8de3d72a
Source dataset: uspto-grants-1986_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04589910

Reaction notes

Loading…