1,1-Dimethylhydrazine → HCID 53986269, compound

HRID 2258275Notes

Reaction equation

HRID 2258275 reaction equation
[C:1]1([CH3:9])[C:2]([CH:7]=O)=[CH:3][CH:4]=[CH:5][CH:6]=1.[CH3:10][N:11]([CH3:13])[NH2:12]>C1(C)C=CC=CC=1>[CH3:10][N:11]([CH3:13])[N:12]=[CH:7][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=1[CH3:9]

Participants

4

Reactant 2

HCID 59761,1-DimethylhydrazineHCID 107222-Methylbenzaldehyde

Product 1

HCID 53986269HCID 53986269, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A stirred solution of o-tolualdehyde (25.0 g, 0.21 mol), and 1,1-dimethyl hydrazine (25.2 g, 0.42 mol) was refluxed in toluene (200 mL) for 24 h. The solution was concentrated in vacuo and the residual oil was vacuum distilled (51°-60° C., 0.2 mm Hg) to afford the tided product (31.98 g, 94%): IR (neat) 2950, 2850, 1580, 1550, 1455, 1025, 745 cm-1; 1H NMR (CDCl3, 400 MHz) δ 7.8-7.6 (m, 1H), 7.4-7.3 (m, 1H), 7.1-6.9 (m, 3H), 2.9 (s, 6H), 2.4 (s, 3H).

Workup

  1. concentrationThe solution was concentrated in vacuo
  2. distillationdistilled (51°-60° C., 0.2 mm Hg)

Sources & evidence

ORD record
ord-c11902d853c04f0491c3e800a22097b9
Source dataset
uspto-grants-1997_08
Patent number
US05659084

Reaction notes

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