Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester → HCID 178497660, compound

HRID 904985Notes

Reaction equation

HRID 904985 reaction equation
[NH2:1][C:2]1[N:6]=[C:5]([S:7][CH3:8])[NH:4][N:3]=1.[CH3:9][O:10][C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[S:19]([N:22]=[C:23]=[O:24])(=[O:21])=[O:20])=[O:12]>C(Cl)Cl>[CH3:8][S:7][C:5]1[NH:4][N:3]=[C:2]([NH:1][C:23]([NH:22][S:19]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[C:11]([O:10][CH3:9])=[O:12])(=[O:21])=[O:20])=[O:24])[N:6]=1

Participants

4

Reactant 2

HCID 156281Benzoic acid, 2-(isocyanatosulfonyl)-, methyl esterHCID 178503514HCID 178503514, compound

Product 1

HCID 178497660HCID 178497660, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 5.0 grams (0.0385 mole) 3-amino-5-methylthio-1H-1,2,4-triazole (Aldrich Chemicals) and 75 ml of dry methylene chloride stirring in a 200 ml RB single neck flask, 10.5 grams of 2-(methoxycarbonyl)benzenesulfonylisocyanate was added at ambient temperature; a clear solution gradually formed. After stirring overnight at room temperature, the white solid which precipitated was filtered and washed with methylene chloride, yield 11.7 grams, m.p.147°-153°.

Workup

  1. customa clear solution gradually formed
  2. customthe white solid which precipitated
  3. filtrationwas filtered
  4. washwashed with methylene chloride, yield 11.7 grams, m.p.147°-153°

Sources & evidence

ORD record
ord-aab956647f29434dac110a7af3ac9f62
Source dataset
uspto-grants-1983_12
Patent number
US04421550

Reaction notes

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