2-Amino-5-chlorobenzoic acid → HCID 18971426, compound

HRID 2395288Notes

Reaction equation

HRID 2395288 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.[NH2:14][C:15]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:16]=1[C:17]([OH:19])=O>>[Cl:24][C:21]1[CH:20]=[C:16]2[C:15](=[CH:23][CH:22]=1)[NH:14][C:12](=[O:13])[N:11]([S:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)(=[O:9])=[O:10])[C:17]2=[O:19]

Participants

3

Reactant 2

HCID 124762-Amino-5-chlorobenzoic acidHCID 1385874-Chlorobenzenesulfonyl isocyanate

Product 1

HCID 18971426HCID 18971426, compoundYield 48.3%

Procedure

630 mg (2.90 mmol) of 4-chlorobenzenesulfonylisocyanate and 500 mg (2.92 mmol) of 2-amino-5-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 520 mg of the above-identified compound (yield 47.9%). Properties; colorless crystal, Melting point: 223°-225° C., PMR (δppm, DMSO-d6): 7.11 (1H,d), 7.69 (1H,q), 7.78 (3H,m), 8.15 (2H,d), 11.67 (1H,s).

Sources & evidence

ORD record
ord-bc805efb89a64e4683f5ed147647681a
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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