Water → 2-Sulfamoyl-6-benzothiazolyl acetate

HRID 1649386Notes

Reaction equation

HRID 1649386 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[S:10]([NH2:13])(=[O:12])=[O:11].O.O.[C:16]([O-:19])(=[O:18])[CH3:17].[Li+].[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[K+].[K+].O>C(O)(=O)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[C:16]([O:19][C:7]1[CH:8]=[CH:9][C:4]2[N:3]=[C:2]([S:10](=[O:12])(=[O:11])[NH2:13])[S:1][C:5]=2[CH:6]=1)(=[O:18])[CH3:17]

Participants

7

Reactant 4

HCID 962WaterHCID 24502Potassium DichromateHCID 679442-BenzothiazolesulfonamideHCID 23666338Lithium acetate dihydrate

Product 1

HCID 132366622-Sulfamoyl-6-benzothiazolyl acetate

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 176Acetic AcidSolvent

Procedure

A stirred solution of benzothiazole-2-sulfonamide (2.14 g, 0.01 mole), palladium acetate (2.25 g, 0.01 mole), lithium acetate dihydrate (1.65, 0.025 mole) and potassium dichromate (5.9 g, 0.02 mole) in acetic acid (25 ml) is heated on a steam bath for 24 hours then poured into H2O (100 ml) to give 2-sulfamoyl-6-benzothiazolyl acetate which melts at 193°-4° C. after recrystallization from 2-propanol.

Sources & evidence

ORD record
ord-08a811ec83da470191a4a1c8cd779c04
Source dataset
uspto-grants-1983_11
Patent number
US04416890

Reaction notes

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