Thionyl Chloride → 1-Amino-2-[3-(3-chloromethylphenoxy)propylamino]-1-cyclobutene-3,4-dione

HRID 1651347Notes

Reaction equation

[NH2:1][C:2]1[C:5](=[O:6])[C:4](=[O:7])[C:3]=1[NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19]O)[CH:14]=1.S(Cl)([Cl:23])=O>>[NH2:1][C:2]1[C:5](=[O:6])[C:4](=[O:7])[C:3]=1[NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][Cl:23])[CH:14]=1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 230519061-Amino-2-[3-(3-hydroxymethylphenoxy)propylamino]-1-cyclobutene-3,4-dione

Product 1

HCID 230519071-Amino-2-[3-(3-chloromethylphenoxy)propylamino]-1-cyclobutene-3,4-dione

Procedure

When 1-amino-2-[3-(3-hydroxymethyl-phenoxy)propylamino]-1-cyclobutene-3,4-dione is treated with at least one equivalent of thionyl chloride, there is thereby produced the title compound.

Sources & evidence

ORD record: ord-e659c89df1cf4e9dbc7ac41039a06b17
Source dataset: uspto-grants-1990_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04927968

Reaction notes

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