Thionyl Chloride → HCID 21082084, compound

HRID 347005Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:18]([C:28]4[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][CH:29]=4)([C:20]4[N:24]([CH3:25])[C:23]([S:26][CH3:27])=[N:22][N:21]=4)O)[CH:16]=3)[N:11]3[N:35]=[N:36][N:37]=[C:10]3[N:9]=2)[CH:5]=[CH:6][CH:7]=1.S(Cl)([Cl:40])=O>>[ClH:1].[Cl:40][C:18]([C:28]1[CH:29]=[CH:30][C:31]([Cl:34])=[CH:32][CH:33]=1)([C:20]1[N:24]([CH3:25])[C:23]([S:26][CH3:27])=[N:22][N:21]=1)[C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][CH:14]=1)[N:11]1[N:35]=[N:36][N:37]=[C:10]1[N:9]=[C:8]2[C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 21082063HCID 21082063, compound

Product 1

HCID 21082084HCID 21082084, compound

Conditions

Temperature: 60 °C

Procedure

A mixture of 5-(3-chlorophenyl)-α-(4-chlorophenyl)-α-[4-methyl-5-(methylthio)-4H-1,2,4-triazol-3-yl]-tetrazolo[1,5-a]quinazoline-7-methanol (0.0036 mol) in thionyl chloride (40 ml) was stirred at 60° C. for 5 hours then cooled. The solvent was evaporated. The residue was taken up in DCM. The solvent was evaporated, yielding 2.3 g (quantitative) of 7-[chloro(4-chlorophenyl)[4-methyl-5-(methylthio)-4H-1,2,4-triazol-3-yl]methyl]-5-(3-chlorophenyl)-tetrazolo[1,5-a]quinazoline monohydrochloride. The product was used without further purification in the next reaction step

Workup

temperaturethen cooled
customThe solvent was evaporated
customThe solvent was evaporated

Sources & evidence

ORD record: ord-c80f4e4136ea4a12baa17339621f09f8
Source dataset: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07173040B2

Reaction notes

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