Methanol → HCID 70475101, compound

HRID 616561Notes

Reaction equation

HRID 616561 reaction equation
[SH-].[Na+].[CH3:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N+:10](=[N:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1C)[O-].[CH3:20]O>>[CH3:20][N:10]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[CH3:3])[NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 28015Sodium hydrosulfideHCID 70390Diazene, 1,2-bis(2-methylphenyl)-, 1-oxide

Product 1

HCID 70475101HCID 70475101, compoundYield 84%

Conditions

Temperature
75 °C

Procedure

90 Parts of an aqueous solution of technical sodium hydrosulfide (35 percent NaHS, 10 percent Na2S2O3) were added to a mixture of 45.2 parts of 2,2'-dimethylazoxybenzene in 150 parts methanol at 70° C to 75° C. Subsequently, the reaction mixture was refluxed at 75° C for 4 hours with pH kept between 9 and 9.4. Thereafter, the reaction mixture was cooled down to 0° C to 5° C, and the resulting precipitate filtered off and washed with water until alkali-free. The press-cake was dried below 70° C. There were obtained 35.6 parts of 2,2'-dimethylhydrazobenzene of a melting point of 162° C to 164° C, this representing a yield of 84 percent of the theory, of acceptable purity.

Workup

  1. temperatureThereafter, the reaction mixture was cooled down to 0° C to 5° C
  2. filtrationthe resulting precipitate filtered off
  3. washwashed with water until alkali-free
  4. customThe press-cake was dried below 70° C

Sources & evidence

ORD record
ord-38251b83e2ef42499fd0f60778992634
Source dataset
uspto-grants-1978_02
Patent number
US04075198

Reaction notes

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