Water → HCID 20450012, compound

HRID 358068Notes

Reaction equation

HRID 358068 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=O)[CH2:9][CH2:8][CH:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[F:19])[C:6]=2[CH:20]=1.COC1C=CC([SH:29]2(=S)PP(=S)(C3C=CC(OC)=CC=3)S2)=CC=1.O>CN(C)P(=O)(N(C)C)N(C)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=[S:29])[CH2:9][CH2:8][CH:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[F:19])[C:6]=2[CH:20]=1

Participants

5

Reactant 3

HCID 962WaterHCID 20449988HCID 20449988, compoundHCID 178492777HCID 178492777, compound

Product 1

HCID 20450012HCID 20450012, compound

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

30 g of 7-chloro-5-(2-fluorophenyl)-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one are dissolved in 105 ml of hexamethylphosphoric acid triamide and treated with 22 g of 2,4-bis-(4-methoxyphenyl)-1,2,3,4-dithiadiphosphetane-2,4-disulphide. The mixture is heated to 100° for 1 hour, again cooled to room temperature and poured into 1.41 l of water. The mixture is extracted four times with ethyl acetate and the organic extracts are washed with water. The ethyl acetate solution is dried, filtered and evaporated in vacuo. After crystallization of the residue from ethanol, there is obtained 7-chloro-5-(2-fluorophenyl)-1,3,4,5-tetrahydro-2H-1-benzazepine-2-thione of melting point 190°.

Workup

  1. temperatureThe mixture is heated to 100° for 1 hour
  2. extractionThe mixture is extracted four times with ethyl acetate
  3. washthe organic extracts are washed with water
  4. dry with materialThe ethyl acetate solution is dried
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customAfter crystallization of the residue from ethanol

Sources & evidence

ORD record
ord-db93c53b00ce438f9d390fcaf0d935c9
Source dataset
uspto-grants-1984_08
Patent number
US04464300

Reaction notes

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