4-Chlorobenzenesulfonyl isocyanate → HCID 18971372, compound

HRID 2395291Notes

Reaction equation

HRID 2395291 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]=[C:12]=[O:13])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH2:14]([O:17][C:18]([C:20]1[CH:37]=[CH:36][CH:35]=[CH:34][C:21]=1[CH2:22][NH:23][C:24]1[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:25]=1[C:26](O)=[O:27])=[O:19])[CH:15]=[CH2:16]>>[CH2:14]([O:17][C:18]([C:20]1[CH:37]=[CH:36][CH:35]=[CH:34][C:21]=1[CH2:22][N:23]1[C:24]2[C:25](=[CH:29][CH:30]=[C:31]([Cl:33])[CH:32]=2)[C:26](=[O:27])[N:11]([S:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)(=[O:9])=[O:10])[C:12]1=[O:13])=[O:19])[CH:15]=[CH2:16]

Participants

3

Reactant 2

HCID 1385874-Chlorobenzenesulfonyl isocyanateHCID 18971507HCID 18971507, compound

Product 1

HCID 18971372HCID 18971372, compoundYield 47.6%

Procedure

1.38 g (6.36 mmol) of 4-chlorobenzenesulfonylisocyanate and 2.00 g (5.78 mmol) of 2-(2-allyloxycarbonylbenzyl)amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 1.50 g of the above-identified compound (yield 47.6%). Properties: colorless crystal, Melting point: 155°-156° C., PMR (δppm, DMSO-d6):4.83 (2H,d), 5.2-5.5 (4H,m), 6.0-6.2 (1H,m), 7.1-7.2 (2H,m), 7.3-7.5 (5H,m), 7.7-7.8 (2H,m), 7.9-8.1 (2H,m), 8.1-8.2 (2H,m)

Sources & evidence

ORD record
ord-dadc35c85170407d8895dfdddab0d46f
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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