Ethanol → HCID 178466072, compound

HRID 1282979Notes

Reaction equation

HRID 1282979 reaction equation
[Cl-].[CH2:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[C:15]([C:17]3[CH:22]=[CH:21][C:20]([N:23]([CH3:25])[CH3:24])=[CH:19][CH:18]=3)[CH:14]=[C:13]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[S+:12]=2)=[CH:7][CH:6]=1)[CH3:3].C(O)C.[CH3:35][N:36]([C:38]1[CH:39]=[CH:40][C:41]([N:44]=[N:45][C:46]2[CH:47]=[CH:48][C:49]([S:52]([OH:55])(=[O:54])=[O:53])=[CH:50][CH:51]=2)=[CH:42][CH:43]=1)[CH3:37]>O>[CH3:35][N:36]([CH3:37])[C:38]1[CH:39]=[CH:40][C:41]([N:44]=[N:45][C:46]2[CH:51]=[CH:50][C:49]([S:52]([O-:55])(=[O:54])=[O:53])=[CH:48][CH:47]=2)=[CH:42][CH:43]=1.[CH2:2]([O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH:16]=[C:15]([C:17]3[CH:22]=[CH:21][C:20]([N:23]([CH3:25])[CH3:24])=[CH:19][CH:18]=3)[CH:14]=[C:13]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[S+:12]=2)=[CH:9][CH:10]=1)[CH3:3]

Participants

5

Reactant 3

HCID 702Ethanol2×HCID 11037Benzenesulfonic acid, 4-(2-(4-(dimethylamino)phenyl)diazenyl)-HCID 178466071HCID 178466071, compound

Product 1

HCID 178466072HCID 178466072, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a solution of 2-(4'-ethoxyphenyl)-4-(4' -dimethylaminophenyl)- 6-phenylthiapyrylium chloride, 8.95 g, in a hot mixture of water, 400 mls, and ethanol, 100 mls, is added briskly a solution of Methyl Orange, E.K. 432, 7.0 g, in hot water, 200 mls, containing approximately 25 mls ethanol. Some precipitate comes out of solution immediately and quickly solidifies, and more crystallizes out as the mixture cools. The solid is readily filtered from the cool mixture, and is taken up in hot ethanol, filtered, evaporated down and allowed to cool slowly overnight. The solid that comes down is filtered off and dried at room temperature at 60 mm pressure overnight. Yield 11.1 g having structural formula III noted above and exhibiting light absorption maxima (when dissolved in ethanol) at 578 and 425 nm.

Workup

  1. custommore crystallizes out as the mixture
  2. filtrationThe solid is readily filtered from the cool mixture
  3. filtrationfiltered
  4. customevaporated down
  5. temperatureto cool slowly overnight
  6. filtrationThe solid that comes down is filtered off
  7. customdried at room temperature at 60 mm pressure overnight
  8. customlight absorption maxima (when dissolved in ethanol) at 578 and 425 nm

Sources & evidence

ORD record
ord-7ff1bf34c7e749da981d079424314625
Source dataset
uspto-grants-1976_08
Patent number
US03973962

Reaction notes

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