Thionyl Chloride → HCID 69020575, compound

HRID 860817Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH: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][S:9]2)[CH:5]=[CH:6][CH:7]=1.S(Cl)([Cl:39])=O>>[Cl:39][C:19]([C:27]1[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=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][S:9][CH: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 69023459HCID 69023459, compound

Product 1

HCID 69020575HCID 69020575, compound

Conditions

Temperature: 40 °C

Procedure

A mixture of 6-(3-chlorophenyl)-α-(4-chlorophenyl)-α-(1-methyl-1H-imidazol-5-yl)-4 H,6H-tetrazolo[1,5-a][4,1]benzothiazepine-8-methanol (described in Example B15b) (0.0032 mol) in thionyl chloride (40 ml) was stirred at room temperature for 30 min and at 40° C. for 1 hour. The solvent was evaporated till dryness. The product was used without further purification, yielding (quant.) of 8-[chloro(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-6-(3-chlorophenyl)-4H,6H-tetrazolo[1,5-a ][4,1]benzothiazepine.

Workup

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

Sources & evidence

ORD record: ord-b08b5eb2bdc747d2a896dec1e0d2586b
Source dataset: uspto-grants-2006_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07153958B2

Reaction notes

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