2-Hydrazinylpyrimidine hydrochloride → HCID 178479608, compound

HRID 638246Notes

Reaction equation

HRID 638246 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[N:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[C:12]([O:14]CC)=O.Cl.[NH:18]([C:20]1[N:25]=[CH:24][CH:23]=[CH:22][N:21]=1)[NH2:19]>C(O)CCC>[ClH:1].[N:21]1[CH:22]=[CH:23][CH:24]=[N:25][C:20]=1[N:18]1[C:12](=[O:14])[C:3]2=[CH:4][NH:5][C:6]3[CH:7]=[CH:8][N:9]=[CH:10][C:11]=3[C:2]2=[N:19]1

Participants

4

Reactant 2

HCID 172213212-Hydrazinylpyrimidine hydrochlorideHCID 17608818Ethyl 4-chloro-1,6-naphthyridine-3-carboxylate

Product 1

HCID 178479608HCID 178479608, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A solution of 1.75 g of ethyl 4-chloro-1,6-naphthyridine-3-carboxylate and 1.17 g of 2-hydrazinopyrimidine hydrochloride (prepared according to Yakugakuzasshi, 1953, 73, 598) in 60 ml of n-butanol is refluxed for 3 hours. The resultant slurry is cooled to room temperature and filtered. Collected solid is washed with ethanol, then with ether to yield 2-(2-pyrimidyl)-pyrazolo[4,3-c][1,6]naphthyridin-3(5H)-one hydrochloride, m.p. above 350°; IR (KBr) 782, 791, 820, 830, 871 cm-1.

Workup

  1. filtrationfiltered
  2. customCollected solid
  3. washis washed with ethanol

Sources & evidence

ORD record
ord-02f4326fcb8b460383eaf2983be1ff8d
Source dataset
uspto-grants-1985_12
Patent number
US04560689

Reaction notes

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