Water → HCID 13670738, compound

HRID 569104Notes

Reaction equation

HRID 569104 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 (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-46af5f7830c5455b89891cf1e6fcc466
Source dataset
uspto-grants-1988_03
Patent number
US04731374

Reaction notes

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