Thionyl Chloride → HCID 69019762, compound

HRID 860799Notes

Reaction equation

HRID 860799 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[C:9]2[CH:10]=[CH:11][C:12]3[NH:18][C:17](=[O:19])[CH2:16][N:15]=[C:14]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[C:13]=3[CH:26]=2)=[CH:4][CH:3]=1.S(Cl)([Cl:30])=O>C(Cl)Cl>[Cl:30][CH:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)[C:9]1[CH:10]=[CH:11][C:12]2[NH:18][C:17](=[O:19])[CH2:16][N:15]=[C:14]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:13]=2[CH:26]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 69022176HCID 69022176, compound

Product 1

HCID 69019762HCID 69019762, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of intermediate (28) (0.0125 mol) in thionyl chloride (5 ml) and DCM (100 ml) was stirred at room temperature overnight. The mixture was evaporated till dryness. The product was used without further purification, yielding 4.93 g (100%) of (±)-7-[chloro(4-chlorophenyl)methyl]-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one (intermediate 29).

Workup

  1. customThe mixture was evaporated till dryness
  2. customThe product was used without further purification

Sources & evidence

ORD record
ord-50142e00d28f466ea6e78f71ee50beab
Source dataset
uspto-grants-2006_12
Patent number
US07153958B2

Reaction notes

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