Hydrazine hydrate (1:1) → HCID 13669920, compound

HRID 256320Notes

Reaction equation

HRID 256320 reaction equation
[CH2:1]([C:3]1[C:4]([O:18][CH3:19])=[N:5][C:6]2[N:7]([CH:10]=[C:11]([C:13](OCC)=[O:14])[N:12]=2)[C:8]=1[CH3:9])[CH3:2].O.[NH2:21][NH2:22]>C(O)C>[CH2:1]([C:3]1[C:4]([O:18][CH3:19])=[N:5][C:6]2[N:7]([CH:10]=[C:11]([C:13]([NH:21][NH2:22])=[O:14])[N:12]=2)[C:8]=1[CH3:9])[CH3:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 13304946HCID 13304946, compound

Product 1

HCID 13669920HCID 13669920, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 10.0 g of ethyl 6-ethyl-7-methoxy-5-methylimidazo[1,2-a]pyrimidine-2-carboxylate (published UK Patent Application No. 2,128,989) and 20 ml of hydrazine hydrate in 150 ml of ethanol was refluxed for 4 hours. Most of the ethanol was evaporated and 100 ml of water were added. The resulting precipitate was filtered, washed with water, then ether and dried under vacuum over P2O5 to obtain 8.15 g of 6-ethyl-7-methoxy-5-methylimidazo[1,2-a]pyrimidine-2-carbohydrazide (86% yield) as an off-white solid.

Workup

  1. customMost of the ethanol was evaporated
  2. addition100 ml of water were added
  3. filtrationThe resulting precipitate was filtered
  4. washwashed with water
  5. dry with materialether and dried under vacuum over P2O5

Sources & evidence

ORD record
ord-54442e0fe07e4d2991e25e83324a1a3f
Source dataset
uspto-grants-1987_10
Patent number
US04703049

Reaction notes

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