Hydrazine hydrate (1:1) → HCID 19909619, compound

HRID 1534356Notes

Reaction equation

HRID 1534356 reaction equation
Cl[C:2]1[C:7]2[S:8][CH2:9][C:10](=[O:13])[N:11]([CH3:12])[C:6]=2[N:5]=[C:4]([CH2:14][CH3:15])[N:3]=1.O.[NH2:17][NH2:18]>C(O)CCC>[CH2:14]([C:4]1[N:3]=[C:2]([NH:17][NH2:18])[C:7]2[S:8][CH2:9][C:10](=[O:13])[N:11]([CH3:12])[C:6]=2[N:5]=1)[CH3:15]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 19809387HCID 19809387, compound

Product 1

HCID 19909619HCID 19909619, compoundYield 81.2%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

4-Chloro-6,7-dihydro-2-ethyl-8-methylpyrimido[5,4 b][1,4]thiazin-7-one from Example 119 (2.4g, 9.93 mmole) was suspended in approximately 100ml of n-butanol. Hydrazine monohydrate (0.99g, 19.9 mmole) was added and the resultant mixture was refluxed for about 20 hours. The reaction mixture was allowed to cool and the precipitate was separated by filtration, washed with water and dried, providing 1.93g (81%) of 6,7-dihydro-2-ethyl-4-hydrazino-8-methylpyrimido[5,4-b}[1,4]thiazin-7-one. Infrared and nuclear magnetic resonance spectral analyses confirmed the structural assignment.

Workup

  1. temperatureto cool
  2. customthe precipitate was separated by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-80c2f88a9c65481db2e812139e93d678
Source dataset
uspto-grants-1992_02
Patent number
US05089493

Reaction notes

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