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

HRID 2395272Notes

Reaction equation

HRID 2395272 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 37.6%

Procedure

1.10 g (4.15 mmol) of 4-allyloxycarbonylbenzene-sulfonylisocyanate and 712 mg (4.15 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 657 mg of the above-identified compound (yield 37.6%). Properties: colorless crystal, Melting point: 130°-132° C., PMR (δppm, DMSO-d6): 4.59 (2H,d), 5.18 (1H,d), 5.27 (1H,d), 5.87-5.94 (1H,m), 7.13 (1H,s), 7.22 (1H,d), 7.62-7.70 (2H,m), 7.86 (1H,d), 8.09 (2H,d), 11.63 (1H,br).

Sources & evidence

ORD record
ord-cf206e5fd4dd4b6e9cb0501e5a3adf87
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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