Hydrazine hydrate (1:1) → HCID 15003623, compound

HRID 373450Notes

Reaction equation

HRID 373450 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[C:6]([O:9][CH3:10])[N:5]=[C:4]([CH3:11])[N:3]=1.O.[NH2:13][NH2:14]>O>[Cl:8][C:7]1[C:6]([O:9][CH3:10])=[N:5][C:4]([CH3:11])=[N:3][C:2]=1[NH:13][NH2:14]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 15003621HCID 15003621, compound

Product 1

HCID 15003623HCID 15003623, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4,5-Dichloro-6-methoxy-2-methylpyrimidine (21 g, 0.11 mol), 25 ml of hydrazine hydrate, and 25 ml of water were combined and heated to reflux for 25 min. The mixture was then cooled and extracted with methylene chloride. The extract was washed with water, dried over magnesium sulfate, and concentrated under reduced pressure. The solid residue was extracted with hexane and dried to obtain 12.8 g (62 percent of theory) of the title compound as a fluffy white solid melting at 158°-159° C.

Workup

  1. temperatureheated
  2. temperatureto reflux for 25 min
  3. temperatureThe mixture was then cooled
  4. extractionextracted with methylene chloride
  5. washThe extract was washed with water
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. extractionThe solid residue was extracted with hexane
  9. customdried

Sources & evidence

ORD record
ord-f862f7d43442412d97ec1cb53211e361
Source dataset
uspto-grants-1992_11
Patent number
US05163995

Reaction notes

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