1,4-Dibromobutane → HCID 20300322, compound

HRID 1733120Notes

Reaction equation

HRID 1733120 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5]Br.[CH3:7][N:8]1[C:12](=[O:13])[C:11](=[O:14])[NH:10][C:9]1=[S:15]>>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][N:10]1[C:11](=[O:14])[C:12](=[O:13])[N:8]([CH3:7])[C:9]1=[S:15]

Participants

3

Reactant 2

HCID 80561,4-DibromobutaneHCID 203003261-Methyl-2-sulfanylideneimidazolidine-4,5-dione

Product 1

HCID 20300322HCID 20300322, compound

Procedure

By the procedure of Example 1(i), 1,4-dibromobutane is reacted with 1-methyl-2-thioxo-4,5-imidazolidinedione to yield 1-(4-bromobutyl)-3-methyl-2-thioxo-4,5-imidazolidinedione which, on reaction with thiourea by the procedure of Example 1(ii) gives S-[4-(1-(3-methyl-4,5-dioxo-2-thioxoimidazolidinyl))butyl]isothiourea hydrobromide, m.p. 113°-114°. Hydrolysis of the latter compound and working up of the product by the general procedure of Example 1(iii) and conversion to the sulphate with ion-exchange resin (Amberlite IRA 400, sulphate form) gave the title product as a hygroscopic amorphous solid, m.p. 63°-65°.

Sources & evidence

ORD record
ord-4cebbce92cfa4b1ab35952d89c751006
Source dataset
uspto-grants-1980_12
Patent number
USRE030457

Reaction notes

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