Butyrohydrazide → HCID 21914092, compound

HRID 887931Notes

Reaction equation

HRID 887931 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH:5]1[C:13](=S)[NH2:14])(=[O:3])[CH3:2].[C:16]([NH:21][NH2:22])(=O)[CH2:17][CH2:18][CH3:19]>C(O)CCC>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH:5]1[C:13]1[N:14]=[C:16]([CH2:17][CH2:18][CH3:19])[NH:21][N:22]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 77079ButyrohydrazideHCID 219141121-Acetyl-2,3-dihydro-1H-indole-2-carbothioamide

Product 1

HCID 21914092HCID 21914092, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A suspension of intermediate (13) (0.0102 mole) in n-butanol (200 ml) was treated with butanoic acid hydrazide (0.0254 mole), stirred for 10 minutes, and then heated to reflux for 10 days. The reaction was cooled, concentrated in vacuo, distributed between DCM and distilled water. The concentrated organic phase was subjected to reverse phase preparatory column chromatography to give 1-acetyl-2,3-dihydro-2-(5-propyl-1H-1,2,4-triazol-3-yl)-1H-indole (compound 91).

Workup

  1. temperatureheated
  2. temperatureto reflux for 10 days
  3. temperatureThe reaction was cooled
  4. concentrationconcentrated in vacuo
  5. distillationdistilled water

Sources & evidence

ORD record
ord-1af4cf5e9c1e45a485af3af8555c6dd8
Source dataset
uspto-grants-2012_08
Patent number
US08247432B2

Reaction notes

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