Sodium Hydroxide → HCID 131711442, compound

HRID 613976Notes

Reaction equation

HRID 613976 reaction equation
[C:1]1([N:7]=[N:8][C:9]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:10][NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].[Cl:26]Cl.Cl.[Cl-].[C:30]1([N:36]2[N:40]([C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)[N:39]=[C:38]([C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=3)[NH2+:37]2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>C(O)C>[ClH:26].[Cl-:26].[C:1]1([N:7]2[N:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:10]=[C:9]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[NH2+:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:41]1([N:40]2[N:36]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[N:37]=[C:38]([C:47]3[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=3)[NH2+:39]2)[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1.[Cl-:26]

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 24526ChlorineHCID 682741,3,5-TriphenylformazanHCID 21329758HCID 21329758, compound

Product 1

HCID 131711442HCID 131711442, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

25 g (0.08 M) of 1,3,5-triphenylformazan, 550 ml of absolute ethyl alcohol, and 3.64 g (0.086 M) of sodium hydroxide were mixed in a glass flask provided with a glass stirrer and 4.8 liters (0.21 M) of chlorine gas passed through for 35 minutes at a temperature of -1° C. Activated carbon was added to the reaction mixture containing 2,3,5-triphenyltetrazolium chloride hydrochloride (n=0.75), the mixture stirred and filtered, the filtrate evaporated, the residue extracted with water, the aqueous extract treated with activated carbon, and filtered. The filtrate was treated with aqueous ammonia to pH 8, then treated with activated carbon, filtered, and the filtrate evaporated. The yield of product was 86 percent. The assay of 2,3,5-triphenyltetrazolium chloride hemihydrochloride (n=0.5) was 96 percent. The crystalline product had a creamy tint.

Workup

  1. customprovided with a glass stirrer
  2. custompassed through for 35 minutes at a temperature of -1° C
  3. additionActivated carbon was added to the reaction mixture
  4. filtrationfiltered
  5. customthe filtrate evaporated
  6. extractionthe residue extracted with water
  7. extractionthe aqueous extract
  8. additiontreated with activated carbon
  9. filtrationfiltered
  10. additionThe filtrate was treated with aqueous ammonia to pH 8
  11. additiontreated with activated carbon
  12. filtrationfiltered
  13. customthe filtrate evaporated

Sources & evidence

ORD record
ord-693455ae71854d2b9de7be4f22b79ac7
Source dataset
uspto-grants-1979_03
Patent number
US04143049

Reaction notes

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