1,3-Dibromopropane → HCID 20300304, compound

Reaction equation

[Br:1][CH2:2][CH2:3][CH2:4]Br.[CH3:6][N:7]1[C:11](=[O:12])[C:10](=[O:13])[NH:9][C:8]1=[S:14]>>[Br:1][CH2:2][CH2:3][CH2:4][N:9]1[C:10](=[O:13])[C:11](=[O:12])[N:7]([CH3:6])[C:8]1=[S:14]

Participants

Reactant 2

HCID 80011,3-Dibromopropane

HCID 203003261-Methyl-2-sulfanylideneimidazolidine-4,5-dione

Product 1

HCID 20300304HCID 20300304, compound

Procedure

By the procedure of Example 1(i), 1,3-dibromopropane was reacted with 1-methyl-2-thioxo-4,5-imidazolidinedione to yield 1-(3-bromopropyl)-3-methyl-2-thioxo-4,5-imidazolidinedione which, on reaction with thiourea by the procedure of Example 1(ii) gave S-[6-(1-(3-methyl-4,5-dioxo-2-thioxoimidazolidinyl))propyl]isothiourea hydrobromide. Hydrolysis of the latter compound by the procedure of Example 1(iii) and recrystallisation of the product from water gave the title compound, m.p. 141°-143°.

Sources & evidence

ORD record: ord-3f292c5ca0e04a328cd0e0b9d84feda5
Source dataset: uspto-grants-1980_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: USRE030457

Reaction notes

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