Ammonia → HCID 12750590, compound

HRID 1657756Notes

Reaction equation

HRID 1657756 reaction equation
[N:1]([C:4]1[CH:15]=[CH:14][CH:13]=[CH:12][C:5]=1[CH2:6][C:7]1[S:8][CH:9]=[CH:10][CH:11]=1)=[C:2]=[O:3].N>>[S:8]1[C:7]2[CH2:6][C:5]3[CH:12]=[CH:13][CH:14]=[CH:15][C:4]=3[NH:1][C:2](=[O:3])[C:11]=2[CH:10]=[CH:9]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 12750569HCID 12750569, compound

Product 1

HCID 12750590HCID 12750590, compound

Procedure

10.5 g of 2-(2-isocyanato-benzyl)-thiophene (B.P. 108°/0.05 mm of Hg) are heated to 110° with 105 g of polyphosphoric acid for 1 hour while stirring. The reaction mixture is subsequently rendered alkaline with a concentrated ammonia solution while cooling internally and externally with ice and the resulting precipitate is filtered off. This is washed with water, dried and crystallized from acetone while treating with charcoal. 4,5-dihydro-10H-thieno[3,2-c][1]benzazepin-4-one is obtained in the form of grains having a M.P. of 225°-236° (between 150° and 200° conversion into bright needles).

Workup

  1. temperaturewhile cooling internally and externally with ice
  2. filtrationthe resulting precipitate is filtered off
  3. washThis is washed with water
  4. customdried
  5. customcrystallized from acetone
  6. additionwhile treating with charcoal

Sources & evidence

ORD record
ord-3242549c151a458bafabc7f7c31ba429
Source dataset
uspto-grants-1976_06
Patent number
US03962248

Reaction notes

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