Acetic Acid → 6,6'-[5-Amino-1,3-phenylenebis(carbonylimino)]bis[1,3-naphthalenedisulfonic acid] tetrasodium salt

HRID 65906

Reaction equation

HRID 65906 reaction equation
[Na+:1].[Na+].[Na+].[Na+].[N+:5]([C:8]1[CH:9]=[C:10]([C:35]([NH:37][C:38]2[CH:39]=[C:40]3[C:45](=[CH:46][CH:47]=2)[C:44]([S:48]([O-:51])(=[O:50])=[O:49])=[CH:43][C:42]([S:52]([O-:55])(=[O:54])=[O:53])=[CH:41]3)=[O:36])[CH:11]=[C:12]([C:14]([NH:16][C:17]2[CH:18]=[C:19]3[C:24](=[CH:25][CH:26]=2)[C:23]([S:27]([O-:30])(=[O:29])=[O:28])=[CH:22][C:21]([S:31]([O-:34])(=[O:33])=[O:32])=[CH:20]3)=[O:15])[CH:13]=1)([O-])=O.O.O.O.O.O.O.O.O.O.[S-2].[Na+].[Na+].C(O)(=O)C>O>[Na+:1].[Na+:1].[Na+:1].[Na+:1].[NH2:5][C:8]1[CH:9]=[C:10]([C:35]([NH:37][C:38]2[CH:39]=[C:40]3[C:45](=[CH:46][CH:47]=2)[C:44]([S:48]([O-:51])(=[O:49])=[O:50])=[CH:43][C:42]([S:52]([O-:55])(=[O:54])=[O:53])=[CH:41]3)=[O:36])[CH:11]=[C:12]([C:14]([NH:16][C:17]2[CH:18]=[C:19]3[C:24](=[CH:25][CH:26]=2)[C:23]([S:27]([O-:30])(=[O:29])=[O:28])=[CH:22][C:21]([S:31]([O-:34])(=[O:33])=[O:32])=[CH:20]3)=[O:15])[CH:13]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 73972Sodium sulfide nonahydrateHCID 1317113646,6'-[5-Nitro-1,3-phenylenebis(carbonylimino)]bis[1,3-naphthalenedisulfonic acid] tetrasodium salt

Product 1

HCID 1317113656,6'-[5-Amino-1,3-phenylenebis(carbonylimino)]bis[1,3-naphthalenedisulfonic acid] tetrasodium salt

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 13.49 g of 6,6'-[5-nitro-1,3-phenylenebis(carbonylimino)]bis[1,3-naphthalenedisulfonic acid] tetrasodium salt in 200 ml of water at 65° C. is added 6.42 g of sodium sulfide nonahydrate. After heating on the steam bath at 70° to 75° C. the solution is cooled, acidified with acetic acid and filtered. The filtrate is adjusted to pH 6 with 5N sodium hydroxide solution and concentrated to small volume. The solution is diluted with absolute ethanol and filtered to give the title compound.

Workup

  1. temperatureAfter heating on the steam bath at 70° to 75° C. the solution
  2. temperatureis cooled
  3. filtrationfiltered
  4. concentrationconcentrated to small volume
  5. additionThe solution is diluted with absolute ethanol
  6. filtrationfiltered

Sources & evidence

ORD record
ord-27ea21a5124942c2a70b5bbe56fabc11
Source dataset
uspto-grants-1978_12
Patent number
US04129591

Linked notes

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