4-Chlorobenzenesulfonyl isocyanate → HCID 18971371, compound

HRID 2395294Notes

Reaction equation

HRID 2395294 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.[Cl:14][C:15]1[CH:23]=[CH:22][C:18]([C:19]([OH:21])=O)=[C:17]([NH:24][CH2:25][C:26]2[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=2)[CH:16]=1>>[Cl:14][C:15]1[CH:16]=[C:17]2[C:18]([C:19](=[O:21])[N:11]([S:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)(=[O:9])=[O:10])[C:12](=[O:13])[N:24]2[CH2:25][C:26]2[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=2)=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 1385874-Chlorobenzenesulfonyl isocyanateHCID 18971445HCID 18971445, compound

Product 1

HCID 18971371HCID 18971371, compoundYield 20.3%

Procedure

655 mg (3.01 mmol) of 4-chlorobenzenesulfonylisocyanate and 620 mg (2.35 mmol) of 4-chloro-2-(4-pyridylmethyl)aminobenzoic acid were treated in the same way as in Example 1 to obtain 220 mg of the above-identified compound (yield 16.6%). Properties: colorless crystal, Melting point: >240° C. (decomposition), PMR (δppm, DMSO-d6):5.35 (2H,s), 7.2-7.4 (5H,m), 7.4-7.8 (4H,m), 8.01 (1H,d), 8.50 (2H,d), 11.85 (1H,s)

Sources & evidence

ORD record
ord-937744e689e34ccf8c159fa14c5e7b17
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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