Ethanol → 2-Hydrazino-1,4,5,6-tetrahydro-5-pyrimidinol, hydrobromide

HRID 465098Notes

Reaction equation

HRID 465098 reaction equation
[BrH:1].C(S[C:5]1[NH:6][CH2:7][CH:8]([OH:11])[CH2:9][N:10]=1)C.O.[NH2:13][NH2:14].C(O)C.CO>CC(O)C>[BrH:1].[NH:13]([C:5]1[NH:6][CH2:7][CH:8]([OH:11])[CH2:9][N:10]=1)[NH2:14]

Participants

6

Reactant 4

HCID 702EthanolHCID 887MethanolHCID 24654Hydrazine hydrate (1:1)HCID 1317143942-(Ethylthio)-1,4,5,6-tetrahydro-5-pyrimidinol, hydrobromide

Product 1

HCID 234713692-Hydrazino-1,4,5,6-tetrahydro-5-pyrimidinol, hydrobromide

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
-10 °C

Procedure

A mixture of 11.5 g of 2-(ethylthio)-1,4,5,6-tetrahydro-5-pyrimidinol, hydrobromide, 2.5 ml of hydrazine hydrate and 50 ml of ethanol was stirred at reflux for 5 hours, taken to dryness in vacuo and suspended in 100 ml of 2-propanol at the boil. A 100 ml portion of methanol was added at the boil, then the solution was clarified and cooled to -10° C., giving 4.9 g of the desired intermediate, mp 163°-164° C.

Workup

  1. temperatureat reflux for 5 hours

Sources & evidence

ORD record
ord-f104185f06b847c784b2121bf017b0bd
Source dataset
uspto-grants-1985_10
Patent number
US04550169

Reaction notes

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