Potassium Hydroxide → HCID 86735967, compound

HRID 2420192Notes

Reaction equation

HRID 2420192 reaction equation
[OH-].[K+].NC1C2[C:16](=[O:18])C3C(=CC=CC=3)C(=O)C=2C(NS(C2C=CC=CC=2)(=O)=O)=CC=1S(O)(=O)=O.[NH2:34][C:35]1[C:48]2[C:47](=[O:49])[C:46]3[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=3)[C:40](=[O:50])[C:39]=2[C:38]([NH:51][S:52]([C:55]2[CH:60]=[CH:59][C:58]([CH3:61])=[CH:57][CH:56]=2)(=[O:54])=[O:53])=[CH:37][C:36]=1S(O)(=O)=O.[NH2:66][C:67]1[C:80]2[C:79](=[O:81])[C:78]3[C:73](=[CH:74][CH:75]=[CH:76][CH:77]=3)[C:72](=[O:82])[C:71]=2[C:70]([NH:83][S:84]([C:87]2[C:88](C)=[CH:89][CH:90]=[CH:91][CH:92]=2)(=[O:86])=[O:85])=[CH:69][C:68]=1[O:94][CH3:95].NC1C2C(=O)C3C(=CC=CC=3)C(=O)C=2C(NS(C2C=CC=CC=2)(=O)=O)=CC=1OC>CO>[NH2:34][C:35]1[C:48]2[C:47](=[O:49])[C:46]3[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=3)[C:40](=[O:50])[C:39]=2[C:38]([NH:51][S:52]([C:55]2[CH:60]=[CH:59][C:58]([CH3:61])=[CH:57][CH:56]=2)(=[O:54])=[O:53])=[CH:37][C:36]=1[O:18][CH3:16].[NH2:66][C:67]1[C:80]2[C:79](=[O:81])[C:78]3[C:73](=[CH:74][CH:75]=[CH:76][CH:77]=3)[C:72](=[O:82])[C:71]=2[C:70]([NH:83][S:84]([C:87]2[CH:92]=[CH:91][CH:90]=[CH:89][CH:88]=2)(=[O:86])=[O:85])=[CH:69][C:68]=1[O:94][CH3:95]

Participants

7

Reactant 5

HCID 14797Potassium HydroxideHCID 672032-Anthracenesulfonic acid, 1-amino-9,10-dihydro-4-[[(4-methylphenyl)sulfonyl]amino]-9,10-dioxo-HCID 112289Benzenesulfonamide, N-(4-amino-9,10-dihydro-3-methoxy-9,10-dioxo-1-anthracenyl)-HCID 3017764HCID 3017764, compoundHCID 3085535Benzenesulfonamide, N-(4-amino-9,10-dihydro-3-methoxy-9,10-dioxo-1-anthracenyl)-2-methyl-

Product 1

HCID 86735967HCID 86735967, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a homogenous mixture of 225 g. potassium hydroxide in 450 g. methanol cooled to 60°-70° C is added 87 g. of the mixed potassium salts of 1-amino-4-benzenesulfonamido-2-anthraquinonesulfonic acid and 1-amino-4-p-toluenesulfonamido- 2-anthraquinone sulfonic acid. After holding this mixture for about 2 hours at 75°-80° C, the reaction mass is diluted with 750 g. water, filtered at less than 40° C, washed free of alkali with warm and then hot water and the product recovered as a red presscake. There is obtained 65 g. of product calculated on a dry basis, consisting of a mixture which is approximately 48% 1-amino-2-methoxy-4-toluenesulfonamidoanthraquinone and approximately 52% 1-amino-2-methoxy-4-benzenesulfonamidoanthraquinone. The mixture when dispersed in the usual manner dyes polyester textile materials, such as Dacron, red shades which are considerably stronger and brighter than comparable dyeing using dispersions of either of the individual components.

Workup

  1. additionTo a homogenous mixture of 225 g
  2. additionis added 87 g
  3. customfor about 2 hours
  4. customat 75°-80° C
  5. additionthe reaction mass is diluted with 750 g
  6. filtrationwater, filtered at less than 40° C
  7. washwashed free of alkali
  8. temperaturewith warm
  9. customhot water and the product recovered as a red presscake
  10. customThere is obtained 65 g

Sources & evidence

ORD record
ord-d2d31ee9414d482da941d33ed84ce93d
Source dataset
uspto-grants-1978_08
Patent number
US04110072

Reaction notes

Loading…