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

HRID 374093Notes

Reaction equation

HRID 374093 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 (2.4 g, 9.93 mmole) was suspended in approximately 100 ml of n-butanol. Hydrazine monohydrate (0.99 g, 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 1.93 g (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-aecd1442c31344419ef502fc3316c3b8
Source dataset
uspto-grants-1992_11
Patent number
US05166343

Reaction notes

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