p-Toluenesulfonyl isocyanate → HCID 18971544, compound

HRID 2395302Notes

Reaction equation

HRID 2395302 reaction equation
[C:1]1([CH3:13])[CH:6]=[CH:5][C:4]([S:7]([N:10]=[C:11]=[O:12])(=[O:9])=[O:8])=[CH:3][CH:2]=1.[NH2:14][C:15]1[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[CH:20][C:16]=1[C:17]([OH:19])=O>>[CH3:25][O:24][C:22]1[CH:23]=[C:15]2[C:16]([C:17](=[O:19])[N:10]([S:7]([C:4]3[CH:5]=[CH:6][C:1]([CH3:13])=[CH:2][CH:3]=3)(=[O:9])=[O:8])[C:11](=[O:12])[NH:14]2)=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 77703p-Toluenesulfonyl isocyanateHCID 3510102-Amino-4-methoxybenzoic acid

Product 1

HCID 18971544HCID 18971544, compoundYield 53.5%

Procedure

269 mg (1.36 mmol) of p-toluenesulfonylisocyanate and 190 mg (1.20 mmol) of 2-amino-4-methoxybenzoic acid were treated in the same way as in Example 1 to obtain 211 mg of the above-identified compound (yield 53.5%). Properties: colorless crystal, Melting point: 228°-231° C., PMR (δppm, DMSO-d6):2.43 (3H,s), 3.79 (3H,s), 7.07 (1H,d), 7.29 (2H,br), 7.45-7.54 (2H,m), 8.04 (2H,d), 11.37 (1H,s).

Sources & evidence

ORD record
ord-bdd98e85b58641f9844fdf4d70b16c40
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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