3-Amino-5-nitrobenzisothiazole → 1-(2-Methylbenzyl)-3-(5-nitrobenzo[d]isothiazol-3-yl)urea

HRID 1409992Notes

Reaction equation

HRID 1409992 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:11][N:10]=[C:9]([NH2:12])[C:8]=2[CH:13]=1)([O-:3])=[O:2].[N:14]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[CH3:24])=[C:15]=[O:16]>>[CH3:24][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[CH2:17][NH:14][C:15]([NH:12][C:9]1[C:8]2[CH:13]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=[CH:6][C:7]=2[S:11][N:10]=1)=[O:16]

Participants

3

Reactant 2

HCID 1586383-Amino-5-nitrobenzisothiazoleHCID 27333861-(Isocyanatomethyl)-2-methylbenzene

Product 1

HCID 120014211-(2-Methylbenzyl)-3-(5-nitrobenzo[d]isothiazol-3-yl)urea

Procedure

In analogy to example 6, 100 mg (0.51 mmol) of 5-nitrobenzo[d]isothiazol-3-ylamine were reacted with 90.4 mg (0.61 mmol) of 1-isocyanatomethyl-2-methylbenzene. Yield: 11 mg (6%), M+H+: 343.16.

Sources & evidence

ORD record
ord-1080bf3ccc51481b8c801ad21bdb96c7
Source dataset
uspto-grants-2014_12
Patent number
US08921404B2

Reaction notes

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