Thionyl Chloride → HCID 69022850, compound

HRID 860809Notes

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)([C:21]4[N:25]([CH3:26])[CH:24]=[N:23][CH:22]=4)O)[CH:17]=[CH:18][C:13]=3[N:12]3[N:34]=[N:35][N:36]=[C:11]3[CH2:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.S(Cl)([Cl:39])=O>>[Cl:39][C:19]([C:27]1[CH:28]=[CH:29][C:30]([Cl:33])=[CH:31][CH:32]=1)([C:21]1[N:25]([CH3:26])[CH:24]=[N:23][CH:22]=1)[C:16]1[CH:17]=[CH:18][C:13]2[N:12]3[N:34]=[N:35][N:36]=[C:11]3[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 69021072HCID 69021072, compound

Product 1

HCID 69022850HCID 69022850, compound

Conditions

Temperature: 5 °C

Procedure

A mixture of 6-(3-chlorophenyl)-α-(4-chlorophenyl)-α-(1-methyl-1H-imidazol-5-yl)-4H-tetrazolo[1,5-a][1,4]benzodiazepine-8-methanol (see Example B9) (0.0015 mol) in thionyl chloride (10 ml) was stirred at 5° C. for 5 hours. The solvent was evaporated till dryness. The product was used without further purification, yielding 8-[chloro(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-6-(3-chlorophenyl)-4H-tetrazolo[1,5-a][1,4]benzodiazepine.

Workup

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

Sources & evidence

ORD record: ord-163acc559a37485cb09a549ef076c5e9
Source dataset: uspto-grants-2006_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07153958B2

Reaction notes

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