HCID 20333776, compound → HCID 20333770, compound

HRID 1706614Notes

Reaction equation

HRID 1706614 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][CH2:10][CH2:9][N:8]=[C:7]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[Cl:18])[C:6]=2[CH:19]=1.Cl[CH2:21][CH2:22][C:23]([N:25]=[C:26]=[S:27])=[O:24]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([C:26]3[S:27][CH2:21][CH2:22][C:23](=[O:24])[N:25]=3)[CH2:10][CH2:9][N:8]=[C:7]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[Cl:18])[C:6]=2[CH:19]=1

Participants

4

Reactant 2

HCID 20333776HCID 20333776, compoundHCID 21890227HCID 21890227, compound

Product 1

HCID 20333770HCID 20333770, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5 Parts of 7-chloro-5-(o-chlorophenyl)-2,3-dihydro-1H-1,4-benzodiazepine and 12 parts of 3-chloropropionylisothiocyanate is dissolved in 100 parts by volume of tetrahydrofuran and the resultant solution refluxed for about 18 hours. The reaction mixture is then cooled to ambient temperature and filtered. The solvent is removed from the filtrate and the residue crystallized from a mixture of methylene chloride and hexane to afford 7-chloro-5-(o-chlorophenyl)-2,3-dihydro-1-(5,6-dihydro-4-oxo-4H-1,3-thiazin-2-yl)-1H-1,4-benzodiazepine. This compound is represented by the following formula ##STR31##

Workup

  1. filtrationfiltered
  2. customThe solvent is removed from the filtrate
  3. customthe residue crystallized from a mixture of methylene chloride and hexane

Sources & evidence

ORD record
ord-f01d85e8fa8c4f9299a08618a01ee113
Source dataset
uspto-grants-1980_06
Patent number
US04208327

Reaction notes

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