Hydrochloric Acid → HCID 13236653, compound

HRID 1649381Notes

Reaction equation

HRID 1649381 reaction equation
[OH:1][C:2]1[CH:14]=[CH:13][C:5]2[N:6]=[C:7]([S:9]([NH2:12])(=[O:11])=[O:10])[S:8][C:4]=2[CH:3]=1.C(N(CC)CC)C.[C:22](Cl)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.Cl>CN(C)C1C=CN=CC=1.CN(C)C=O>[C:22]([O:1][C:2]1[CH:14]=[CH:13][C:5]2[N:6]=[C:7]([S:9](=[O:11])(=[O:10])[NH2:12])[S:8][C:4]=2[CH:3]=1)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 68521296-Hydroxy-1,3-benzothiazole-2-sulfonamide

Product 1

HCID 13236653HCID 13236653, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
25 °C

Procedure

To a stirred solution of 6-hydroxy-2-benzothiazolesulfonamide (7.0 g., 0.03 mole), triethylamine (4.2 ml., 0.03 mole) and 4-dimethylaminopyridine (200 mg., catalyst) in dimethylformamide (25 ml.) is added benzoyl chloride (1.4 g., 0.01 mole). The reaction mixture is stirred at 25° C. for 11/2 hours and then poured into ice water (150 ml.) containing excess hydrochloric acid to give 3.3 g. of 2-sulfamoyl-6-benzothiazolyl benzoate which melts at 208°-210° C. after recrystallization from toluene.

Workup

  1. customto give 3.3 g
  2. customof 2-sulfamoyl-6-benzothiazolyl benzoate which melts at 208°-210° C. after recrystallization from toluene

Sources & evidence

ORD record
ord-ef2568fec8f74cdead567935687c80c2
Source dataset
uspto-grants-1983_11
Patent number
US04416890

Reaction notes

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