Ethyl Acetate → HCID 10380708, compound

HRID 1742099Notes

Reaction equation

HRID 1742099 reaction equation
[CH2:1]([S:3][C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=2)[C:7]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[N:6][N:5]=1)[CH3:2].C(OCC)(=O)C>CCOCC>[NH2:16][C:13]1[CH:14]=[CH:15][C:10]([CH2:9][N:8]2[C:7]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:6][N:5]=[C:4]2[S:3][CH2:1][CH3:2])=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 104499163-Ethylthio-4-(4-nitrobenzyl)-5-phenyl-4H-1,2,4-triazole

Product 1

HCID 10380708HCID 10380708, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Following the procedure of Example, 1, Part E, 3-ethylthio-4-(4-nitrobenzyl)-5-phenyl-4H-1,2,4triazole was reduced with stannous chloride to give (after multiple extractions with ethyl acetate in addition to ether) an 82% yield of the amine as a solid, mp 126.5°-127° C., homogeneous by TLC in 9:1 CH2Cl2 --MeOH, mass spectrum (FAB) m/e 311 (M+1)+.

Workup

  1. customto give

Sources & evidence

ORD record
ord-789c68cbd71846f091f0a3a749a09874
Source dataset
uspto-grants-1994_08
Patent number
US05336778

Reaction notes

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