Ammonia → Benzhydrylthioacetamide

HRID 410137Notes

Reaction equation

HRID 410137 reaction equation
CO[C:3](=[S:18])[CH2:4][CH:5]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.CO.[NH3:21]>O>[C:6]1([CH:5]([CH2:4][C:3]([NH2:21])=[S:18])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 222Ammonia2×HCID 887MethanolHCID 87758388Methyldiphenylmethylthioacetate

Product 1

HCID 22066262Benzhydrylthioacetamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
35 °C

Procedure

A reactor equipped with an impeller stirrer and a gas introduction tube was charged with methyldiphenylmethylthioacetate (100 g; 1 equivalent) and methanol (300 mL; 3 volumes) at room temperature. The mixture was heated to 35° C. Ammonia (7 equivalents) was introduced within 3 hours, and the mixture contacted at 35° C. for 16 hours before adding 3 equivalents of ammonia. When the reaction was completed, the mixture was cooled to 25° C. and water (90 ml; 0.9 volume) added. The mixture was filtered and dried under vacuum.

Workup

  1. customA reactor equipped with an impeller stirrer and a gas introduction tube
  2. temperaturethe mixture was cooled to 25° C.
  3. filtrationThe mixture was filtered
  4. customdried under vacuum

Sources & evidence

ORD record
ord-ecdc5fa9b08d4afea358fa773009b08d
Source dataset
uspto-grants-2014_06
Patent number
US08759583B2

Reaction notes

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