Hydrazine hydrate (1:1) → 6-Hydrazino-5-nitroso-pyrimidine-2,4-diamine

HRID 479095Notes

Reaction equation

HRID 479095 reaction equation
O.[NH2:2][NH2:3].CS[C:6]1[N:11]=[C:10]([NH2:12])[N:9]=[C:8]([NH2:13])[C:7]=1[N:14]=[O:15]>CN(C=O)C>[NH:2]([C:6]1[N:11]=[C:10]([NH2:12])[N:9]=[C:8]([NH2:13])[C:7]=1[N:14]=[O:15])[NH2:3]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 180033426-(Methylsulfanyl)-5-nitrosopyrimidine-2,4-diamine

Product 1

HCID 112522426-Hydrazino-5-nitroso-pyrimidine-2,4-diamine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Hydrazine hydrate (55% solution, 14.5 mL) was added rapidly to a suspension of (12.0 g; 64.9 mmol) of 6-Methylthio-5-nitroso-pyrimidine-2,4-diamine 2 in DMF at room temperature. The mixture was allowed to stir overnight and then the bright pink mixture was filtered and the solid washed several times with DMF followed by ether and then air dried to give 9.53 g of 6-Hydrazino-5-nitroso-pyrimidine-2,4-diamine as bright pink solid.

Workup

  1. filtrationthe bright pink mixture was filtered
  2. washthe solid washed several times with DMF
  3. customair dried

Sources & evidence

ORD record
ord-e1e2e8955e9c4de5a6a204fa82d2df30
Source dataset
uspto-grants-2003_11
Patent number
US06642381B2

Reaction notes

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