Methyl p-toluenesulfonate → HCID 20361058, compound

HRID 1679540Notes

Reaction equation

HRID 1679540 reaction equation
[CH3:1][N:2]([CH3:22])[C:3]1[CH:8]=[CH:7][C:6]([N:9]=[N:10][C:11]2[S:12][C:13]3[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[CH:16][C:14]=3[N:15]=2)=[CH:5][CH:4]=1.[CH3:23]C1C=CC(S(C)(=O)=O)=CC=1.[C:34]1([CH3:45])[CH:39]=[CH:38][C:37]([S:40]([O:43]C)(=[O:42])=[O:41])=[CH:36][CH:35]=1>>[C:34]1([CH3:45])[CH:35]=[CH:36][C:37]([S:40]([O-:43])(=[O:41])=[O:42])=[CH:38][CH:39]=1.[CH3:1][N:2]([CH3:22])[C:3]1[CH:4]=[CH:5][C:6]([N:9]=[N:10][C:11]2[S:12][C:13]3[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[CH:16][C:14]=3[N+:15]=2[CH3:23])=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 6645Methyl p-toluenesulfonateHCID 18521p-Tolyl methyl sulfoneHCID 773904-((6-Methoxybenzothiazol-2-yl)azo)-N,N-dimethylaniline

Product 1

HCID 20361058HCID 20361058, compound

Procedure

A mixture of 17.3 pounds (25.2 moles) of 2-(p-dimethylaminophenylazo)-6-methoxybenzothiazole and 51.6 pounds of dextrine were blended in a 4.6 ft. Littleford-Lodige precision blender, heated to about 80°-85° C, and 10.3 pounds (25.1 moles) of methyl p-toluene sulfonate added thereto portion wise over a period of about 10 minutes so that the temperature did not exceed about 90° C. The reaction mixture was then blended for an additional 30 minutes at 85°-90° C. The product was obtained in high yield and contained less than 1% of the dye base and less than 0.5% of methyl p-toluenesulfonate.

Workup

  1. temperatureheated to about 80°-85° C
  2. waitThe reaction mixture was then blended for an additional 30 minutes at 85°-90° C
  3. customThe product was obtained
  4. customin high yield

Sources & evidence

ORD record
ord-3dfc4f3544f54bedb1b307660678f743
Source dataset
uspto-grants-1978_03
Patent number
US04081436

Reaction notes

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