Thionyl Chloride → HCID 69020457, compound

HRID 860806Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:14]3[CH:15]=[C:16]([C:19]([C:27]4[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=4)(O)[C:20]4[N:24]([CH3:25])[CH:23]=[N:22][CH:21]=4)[CH:17]=[CH:18][C:13]=3[N:12]([CH3:34])[C:11](=[O:35])[CH2:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.S(Cl)([Cl:38])=O>>[Cl:38][C:19]([C:27]1[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=1)([C:20]1[N:24]([CH3:25])[CH:23]=[N:22][CH:21]=1)[C:16]1[CH:17]=[CH:18][C:13]2[N:12]([CH3:34])[C:11](=[O:35])[CH2:10][N:9]=[C:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=3)[C:14]=2[CH:15]=1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 69022554HCID 69022554, compound

Product 1

HCID 69020457HCID 69020457, compound

Conditions

Temperature: 5 °C

Procedure

5-(3-chlorophenyl)-7-[(4-chlorophenyl)hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-one (see Example B8) (0.0075 mol) was added portionwise at 5° C. to thionyl chloride (40 ml). The mixture was stirred at 5° C. for 6 hours. The solvent was evaporated till dryness. The product was used without further purification, yielding 7-[chloro(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-5-(3-chlorophenyl)-1,3dihydro-1-methyl-2H-1,4-benzodiazepin-2-one.

Workup

customThe solvent was evaporated till dryness
customThe product was used without further purification

Sources & evidence

ORD record: ord-306cab563557412095a7679494f30c9c
Source dataset: uspto-grants-2006_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07153958B2

Reaction notes

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