Hydrochloric Acid → HCID 21537527, compound

HRID 1076663Notes

Reaction equation

HRID 1076663 reaction equation
Cl[C:2]1[N:7]=C(C)C=[CH:4][N:3]=1.O.[NH2:10][NH2:11].Cl.[N+:13]([C:16]1OC(C=O)=[CH:18][CH:17]=1)([O-])=O>CO.O>[NH:10]([C:4]1[N:3]=[C:2]([NH2:7])[C:16]([CH3:13])=[CH:17][N:18]=1)[NH2:11]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 127745-NitrofurfuralHCID 24654Hydrazine hydrate (1:1)HCID 116296072-Chloro-4-methylpyrimidine

Product 1

HCID 21537527HCID 21537527, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

6.8 g. crude 2-hydrazino-4-amino-5-methyl-pyrimidine (m.p. 174° - 175°C.), which was prepared by treating 8 g. 2-chloro-4-methyl-pyrimidine with 40 ml. hydrazine hydrate for 1.5 hours at 100°C., were dissolved in a mixture of 79'ml. water and 37 ml. 2N hydrochloric acid, a solution of 8.3 g. 5-nitro-furan-2-aldehyde in 116 ml. methanol then added thereto, the reaction mixture left to stand for 1 hour at ambient temperature and the precipitated crystals filtered off with suction, washed with 50% aqueous methanol and then with ether, there thus being obtained 12.7 g. of the crude hydrazone, which had a melting point of 264° - 268°C.

Workup

  1. additionby treating 8 g
  2. dissolutionwere dissolved in a mixture of 79'ml
  3. waitthe reaction mixture left
  4. filtrationthe precipitated crystals filtered off with suction
  5. washwashed with 50% aqueous methanol
  6. customwith ether, there thus being obtained 12.7 g

Sources & evidence

ORD record
ord-8e4ec4d6189d478abd6a954dbd07755f
Source dataset
uspto-grants-1976_05
Patent number
US03957766

Reaction notes

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