Hydrochloric Acid → HCID 66767970, compound

HRID 407292Notes

Reaction equation

HRID 407292 reaction equation
NC1[S:3][C:4]2[CH:10]=[C:9]([S:11]([NH2:14])(=[O:13])=[O:12])[CH:8]=[CH:7][C:5]=2[N:6]=1.[OH-].[Na+].Cl>O>[NH2:6][C:5]1[CH:7]=[CH:8][C:9]([S:11]([NH2:14])(=[O:12])=[O:13])=[CH:10][C:4]=1[SH:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 7345022-Amino-1,3-benzothiazole-6-sulfonamide

Product 1

HCID 66767970HCID 66767970, compoundYield 126.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2-aminobenzothiazole-6-sulfonic acid amide (66 g, 287 mmol) and NaOH (90 g, 2.3 mol) in 400 mL of water was refluxed under argon overnight. The reaction solution was cooled in ice bath and was acidified to approximately pH 3 by the addition of concentrated HCl (˜180 mL). The resulting precipitate was isolated by filtration and dried to yield 74 g of 4-amino-3-mercaptobenzenesulfonamide as a white powder. MS (m/z, ES+): 205 (M+1, 100%).

Workup

  1. temperatureThe reaction solution was cooled in ice bath
  2. customThe resulting precipitate was isolated by filtration
  3. customdried

Sources & evidence

ORD record
ord-7dce5bba94204c53b5f01eb1781d8d94
Source dataset
uspto-grants-2014_06
Patent number
US08754233B2

Reaction notes

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