2-Amino-4-chlorobenzoic acid → HCID 22347450, compound

HRID 2395306Notes

Reaction equation

HRID 2395306 reaction equation
[CH2:1]([O:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([S:13]([N:16]=[C:17]=[O:18])(=[O:15])=[O:14])=[CH:9][CH:8]=1)=[O:6])[CH:2]=[CH2:3].[NH2:19][C:20]1[CH:28]=[C:27]([Cl:29])[CH:26]=[CH:25][C:21]=1[C:22](O)=[O:23]>>[CH2:1]([O:4][C:5]([C:7]1[CH:8]=[CH:9][C:10]([S:13]([N:16]2[C:22](=[O:23])[C:21]3[C:20](=[CH:28][C:27]([Cl:29])=[CH:26][CH:25]=3)[NH:19][C:17]2=[O:18])(=[O:15])=[O:14])=[CH:11][CH:12]=1)=[O:6])[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 666462-Amino-4-chlorobenzoic acidHCID 18971429HCID 18971429, compound

Product 1

HCID 22347450HCID 22347450, compoundYield 34.8%

Procedure

1.76 g (6.60 mmol) of 4-allyloxycarbonylbenzenesulfonylisocyanate and 1.13 mg (6.60 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 965 mg of the above-identified compound (yield 34.8%). Properties: colorless crystal, Melting point: >200° C. (decomposition), PMR (δppm, DMSO-d6):4.87 (2H,d), 5.31 (1H,d), 5.43 (1H,d), 6.00-6.11 (1H,m), 7.12 (1H,s), 7.22 (1H,d), 7.85 (1H,d), 8.23 (2H,d), 8.32 (2H,d), 11.69 (1H,br).

Sources & evidence

ORD record
ord-48e077e298984e0e8f832ac4f4962e38
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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