Benzeneacetic acid, hydrazide → HCID 22722132, compound

HRID 349175

Reaction equation

HRID 349175 reaction equation
[C:1]1([CH2:7][C:8]([NH:10][NH2:11])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CO[C:14]1[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][N:21]=1>C1(C)C=CC=CC=1>[CH2:7]([C:8]1[N:21]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][C:14]2=[N:11][N:10]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 70301Benzeneacetic acid, hydrazideHCID 122610598-Methoxy-2,3,4,5,6,7-hexahydroazocine

Product 1

HCID 22722132HCID 22722132, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

2-Phenylacetohydrazide (1.01 g) was added to a solution of anhydrous toluene (11 mL) and 8-methoxy-2,3,4,5,6,7-hexahydroazocine (0.96 mL). The mixture was warmed to 60° C. for 3 hours and heated to 110° C. overnight. The solution was cooled to room temperature and concentrated. The residue was purified by silica gel chromatography to give 3-benzyl-5,6,7,8,9,10-hexahydro[1,2,4]triazolo[4,3-a]azocine as a white solid.

Workup

  1. temperatureheated to 110° C. overnight
  2. temperatureThe solution was cooled to room temperature
  3. concentrationconcentrated
  4. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-d465c185eb024b43b7e4a51e8c127967
Source dataset
uspto-grants-2007_02
Patent number
US07179802B2

Linked notes

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