6-(1-Butyl)hydrazino-4-chloro-2-methyl-5-nitropyridine-3-carboxylic acid ethyl ester → 5-Amino-6-butylamino-4-chloro-2-methylpyridine-3-carboxylic acid, ethyl ester

HRID 1415139Notes

Reaction equation

HRID 1415139 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([NH:11]NCC)[N:5]=[C:4]([CH3:15])[C:3]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17].C(O[C:24]([C:26]1C(C)=NC(NNCCCC)=[C:30]([N+]([O-])=O)[C:31]=1Cl)=O)C>>[NH2:8][C:7]1[C:2]([Cl:1])=[C:3]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:4]([CH3:15])=[N:5][C:6]=1[NH:11][CH2:24][CH2:26][CH2:31][CH3:30]

Participants

3

Reactant 2

HCID 537780776-(1-Butyl)hydrazino-4-chloro-2-methyl-5-nitropyridine-3-carboxylic acid ethyl esterHCID 867344174-Chloro-6-(1-ethyl)hydrazino-2-methyl-5-nitropyridine-3-carboxylic acid, ethyl ester

Product 1

HCID 123876195-Amino-6-butylamino-4-chloro-2-methylpyridine-3-carboxylic acid, ethyl esterYield 72%

Procedure

By replacing 4-chloro-6-(1-ethyl)hydrazino-2-methyl-5-nitropyridine-3-carboxylic acid, ethyl ester in Example 1 c with 6-(1-butyl)hydrazino- 4-chloro-2-methyl-5-nitropyridine-3-carboxylic acid ethyl ester, 5-amino-6-butylamino-4-chloro-2-methylpyridine-3-carboxylic acid, ethyl ester is obtained. Yield 72%, b.p. 200°-210° /0.01.

Sources & evidence

ORD record
ord-f2834c0aea58482a8acaf1e0c548ce0d
Source dataset
uspto-grants-1977_01
Patent number
US04003908

Reaction notes

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