Formamidine acetate → HCID 13225510, compound

HRID 464200Notes

Reaction equation

HRID 464200 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[C:6](=O)[C:7](=[CH:18]N(C)C)[CH2:8][N:9]=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[F:17])[C:4]=2[CH:3]=1.C(O)(=[O:27])C.[CH:29]([NH2:31])=[NH:30]>C(N)=O>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[C:6]3[N:31]=[CH:29][N:30]=[CH:18][C:7]=3[CH2:8][N+:9]([O-:27])=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[F:17])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 160693Formamidine acetateHCID 54487933HCID 54487933, compound

Product 1

HCID 13225510HCID 13225510, compound

Reagents, catalysts & solvents 1

HCID 713FormamideSolvent

Procedure

A mixture of 0.4 g (1.1 mmol) of 8-chloro-1-(2-fluorophenyl)-3,4-dihydro-4-[(dimethylamino)methylene]-5H-2-benzazepin-5-one, 1.0 g (9.6 mmol) of formamidine acetate and 20 ml of formamide was heated on a steam bath for 6 hr. The mixture was poured over ice and extracted with methylene chloride. The methylene chloride solution was washed with water, dried over anhydrous sodium sulfate and concentrated at reduced pressure. The residue crystallized with the addition of a mixture of ether and methylene chloride to give off-white crystals, mp 186°-188° C.

Workup

  1. temperaturewas heated on a steam bath for 6 hr
  2. additionThe mixture was poured over ice
  3. extractionextracted with methylene chloride
  4. washThe methylene chloride solution was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated at reduced pressure
  7. customThe residue crystallized with the addition of a mixture of ether and methylene chloride
  8. customto give off-white crystals, mp 186°-188° C.

Sources & evidence

ORD record
ord-1bdf5999b42b4554839af597046cd508
Source dataset
uspto-grants-1985_10
Patent number
US04546183

Reaction notes

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