Ethanol → HCID 15391440, compound

HRID 1359566Notes

Reaction equation

HRID 1359566 reaction equation
[CH3:1][N:2]1[CH2:11][CH:10]2[N:4]([N:5]=[C:6]([C:19]3[CH:24]=[CH:23][C:22]([N+:25]([O-])=O)=[CH:21][CH:20]=3)[C:7]3[CH:15]=[C:14]4[O:16][CH2:17][O:18][C:13]4=[CH:12][C:8]=3[CH2:9]2)[C:3]1=[O:28].O.NN.C(O)C>CO.[Ni]>[NH2:25][C:22]1[CH:21]=[CH:20][C:19]([C:6]2[C:7]3[CH:15]=[C:14]4[O:16][CH2:17][O:18][C:13]4=[CH:12][C:8]=3[CH2:9][CH:10]3[CH2:11][N:2]([CH3:1])[C:3](=[O:28])[N:4]3[N:5]=2)=[CH:24][CH:23]=1

Participants

6

Reactant 3

HCID 702Ethanol2×HCID 24654Hydrazine hydrate (1:1)HCID 15391431HCID 15391431, compound

Product 1

HCID 15391440HCID 15391440, compoundYield 71.4%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

0.38 g (1.0 mmol) of the nitro compound of Example 3 is reduced in 20 ml of methanol with RaNi and hydrazine hydrate analogously to Example 2. After boiling with ethanol, 0.25 g (71%) of the title compound of ethanol with a melting point of 280-289° C. (decomposition) is obtained.

Sources & evidence

ORD record
ord-16c1234b074840c4bb47796451b0912c
Source dataset
uspto-grants-2003_07
Patent number
US06600036B2

Reaction notes

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