Hydrazine hydrate (1:1) → 4-[5-(1,3-Dioxolan-2-yl)-4-methyl-2-thienyl]-butanamine

HRID 867934Notes

Reaction equation

HRID 867934 reaction equation
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[S:10][C:9]([CH:11](N2C(=O)C3C(=CC=CC=3)C2=O)[CH2:12][CH2:13][CH3:14])=[CH:8][C:7]=1[CH3:26].O.[NH2:28]N>O1CCCC1>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[S:10][C:9]([CH2:11][CH2:12][CH2:13][CH2:14][NH2:28])=[CH:8][C:7]=1[CH3:26]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 21289071N-[[5-(1,3-Dioxolan-2-yl)-4-methyl-2-thienyl]-4-butyl]isoindole-1,3(2H)-dione

Product 1

HCID 129265204-[5-(1,3-Dioxolan-2-yl)-4-methyl-2-thienyl]-butanamine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-[[5-(1,3-Dioxolan-2-yl)-4-methyl-2-thienyl]-4-butyl]-isoindole-1,3(2H)-dione (16.1 g) and hydrazine hydrate (8 ml) were stirred at room temperature in tetrahydrofuran (150 ml) for 24 h. The mixture was filtered and the filtrate was distilled to give the title compound as a red-brown oil (5.34 g), b.p. 230°/0.1 mm.

Workup

  1. filtrationThe mixture was filtered
  2. distillationthe filtrate was distilled

Sources & evidence

ORD record
ord-3c13833d46d94dbab54dc2b222fc0ddb
Source dataset
uspto-grants-1988_10
Patent number
US04777179

Reaction notes

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