Diisopropyl Ether → 2-Ethylamino-5H-s-triazolo[5,1-a]isoindole

HRID 436196Notes

Reaction equation

HRID 436196 reaction equation
[C:1]([NH:4][C:5]1[N:16]=[C:8]2[C:9]3[C:14]([CH2:15][N:7]2[N:6]=1)=[CH:13][CH:12]=[CH:11][CH:10]=3)(=O)[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].C(OC(C)C)(C)C>C(COC)OC>[CH2:1]([NH:4][C:5]1[N:16]=[C:8]2[C:9]3[C:14]([CH2:15][N:7]2[N:6]=1)=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH3:2]

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 21226445Aluminium lithium hydrideHCID 214552742-Acetamido-5H-s-triazolo[5,1-a]isoindole

Product 1

HCID 214552822-Ethylamino-5H-s-triazolo[5,1-a]isoindoleYield 60%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

2-Acetamido-5H-s-triazolo[5,1-a]isoindole is reduced with lithium aluminum hydride at 0-10°C in dimethoxyethane. Yield 60%. M.p. 150-2°C (isopropyl ether).

Sources & evidence

ORD record
ord-1698e8343a5d4194b67064ab35228daa
Source dataset
uspto-grants-1977_02
Patent number
US04007276

Reaction notes

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