Ethanol → HCID 178438256, compound

HRID 2414109Notes

Reaction equation

HRID 2414109 reaction equation
BrC(=O)[CH:3]([C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11](=[O:16])[CH2:10][CH2:9]2)[CH2:4][CH3:5].[C:18]([NH:21][C:22]([NH2:24])=[S:23])(=[NH:20])[NH2:19].[CH2:25](O)C>>[NH:21]([C:22]1[S:23][C:4]([CH2:5][CH3:25])=[C:3]([C:6]2[CH:7]=[C:8]3[C:13](=[CH:14][CH:15]=2)[NH:12][C:11](=[O:16])[CH2:10][CH2:9]3)[N:24]=1)[C:18]([NH2:19])=[NH:20]

Participants

4

Reactant 3

HCID 702EthanolHCID 131715438HCID 131715438, compoundHCID 178513045HCID 178513045, compound

Product 1

HCID 178438256HCID 178438256, compound

Procedure

A mixture of 6-(α-bromobutanoyl)-3,4-dihydrocarbostyril (7 g), amidinothiourea (2.9 g) and absolute ethanol (250 ml) is stirred at reflux overnight. The reaction mixture is cooled to ice bath temperature and the solid filtered, washed, dried and suspended in aqueous sodium hydroxide. The neutralized solid is filtered, washed with water, dried in vacuo and recrystallized from 50% aqueous DMF and boiling water affording the desired product, M.P. 230° C. (dec).

Workup

  1. temperatureat reflux overnight
  2. temperatureThe reaction mixture is cooled to ice bath temperature
  3. filtrationthe solid filtered
  4. washwashed
  5. customdried
  6. filtrationThe neutralized solid is filtered
  7. washwashed with water
  8. customdried in vacuo
  9. customrecrystallized from 50% aqueous DMF

Sources & evidence

ORD record
ord-c1e28a9e22854602ae805611b23014c9
Source dataset
uspto-grants-1988_01
Patent number
US04721721

Reaction notes

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