Water → HCID 13670738, compound

HRID 476967Notes

Reaction equation

HRID 476967 reaction equation
[C:1]([NH:4][CH:5]1[CH2:14][CH2:13][C:8]2[N:9]=[C:10]([NH2:12])[S:11][C:7]=2[CH2:6]1)(=[O:3])[CH3:2].C(N(CC)CC)C.[C:22](Cl)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.O>O1CCCC1>[C:1]([NH:4][CH:5]1[CH2:14][CH2:13][C:8]2[N:9]=[C:10]([NH:12][C:22](=[O:29])[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[S:11][C:7]=2[CH2:6]1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 13670690N-(2-Amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl)acetamide

Product 1

HCID 13670738HCID 13670738, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4.2 g (0.02 Mol) of 6-acetylamino-2-amino-4,5,6,7-tetrahydro-benzthiazole in 100 ml of absolute tetrahydrofuran are added 2.2 g (0.022 Mol) of triethylamine and 3.1 g (0.022 Mol) of benzoylchloride and the mixture is refluxed for 3 hours. The reaction mixture is mixed with water and extracted with ethyl acetate. The organic phase is concentrated by evaporation. The residue is recrystallized from methanol.

Workup

  1. temperaturethe mixture is refluxed for 3 hours
  2. extractionextracted with ethyl acetate
  3. concentrationThe organic phase is concentrated by evaporation
  4. customThe residue is recrystallized from methanol

Sources & evidence

ORD record
ord-ff04503f5bd14696add4b84c7106b91f
Source dataset
uspto-grants-1989_12
Patent number
US04886812

Reaction notes

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