Thionyl Chloride → 1-(3-Chloromethylphenyl)-3-(2,2,2-trifluoroethyl)guanidine

HRID 364328Notes

Reaction equation

HRID 364328 reaction equation
O[CH2:2][C:3]1[CH:4]=[C:5]([NH:9][C:10]([NH:12][CH2:13][C:14]([F:17])([F:16])[F:15])=[NH:11])[CH:6]=[CH:7][CH:8]=1.S(Cl)([Cl:20])=O>O1CCCC1>[Cl:20][CH2:2][C:3]1[CH:4]=[C:5]([NH:9][C:10]([NH:12][CH2:13][C:14]([F:17])([F:16])[F:15])=[NH:11])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 178512201HCID 178512201, compound

Product 1

HCID 1785122001-(3-Chloromethylphenyl)-3-(2,2,2-trifluoroethyl)guanidine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The above guanidine (1.121 g.) was dissolved in dry tetrahydrofuran (40 ml.) and thionyl chloride (0.7 ml.) was added. After 45 minutes at 30°-40° volatile material was evaporated in vacuo to give 1-(3-chloromethylphenyl)-3-(2,2,2-trifluoroethyl)guanidine as a syrup.

Workup

  1. customAfter 45 minutes at 30°-40° volatile material was evaporated in vacuo

Sources & evidence

ORD record
ord-658b7a21b2554068815983e12a10ee31
Source dataset
uspto-grants-1986_08
Patent number
US04604465

Reaction notes

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