Acetic Acid → 3,3',3"-[1,3,6-Naphthalenetriyltris(sulfonylimino)]-tribenzoic acid trisodium salt

HRID 66226Notes

Reaction equation

HRID 66226 reaction equation
C[O:2][C:3](=[O:52])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][S:11]([C:14]2[CH:15]=[C:16]3[C:21](=[CH:22][CH:23]=2)[C:20]([S:24]([NH:27][C:28]2[CH:29]=[C:30]([CH:35]=[CH:36][CH:37]=2)[C:31]([O:33]C)=[O:32])(=[O:26])=[O:25])=[CH:19][C:18]([S:38]([NH:41][C:42]2[CH:43]=[C:44]([CH:49]=[CH:50][CH:51]=2)[C:45]([O:47]C)=[O:46])(=[O:40])=[O:39])=[CH:17]3)(=[O:13])=[O:12])[CH:5]=1.[OH-].[Na+:54].C(O)(=O)C>C(O)C>[Na+:54].[Na+:54].[Na+:54].[C:20]1([S:24]([NH:27][C:28]2[CH:29]=[C:30]([CH:35]=[CH:36][CH:37]=2)[C:31]([O-:33])=[O:32])(=[O:26])=[O:25])[C:21]2[C:16](=[CH:15][C:14]([S:11]([NH:10][C:6]3[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=3)[C:3]([O-:52])=[O:2])(=[O:12])=[O:13])=[CH:23][CH:22]=2)[CH:17]=[C:18]([S:38]([NH:41][C:42]2[CH:43]=[C:44]([CH:49]=[CH:50][CH:51]=2)[C:45]([O-:47])=[O:46])(=[O:40])=[O:39])[CH:19]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 544403753,3',3"-[1,3,6-Naphthalenetriyltris(sulfonylimino)]-tribenzoic acid trimethyl ester

Product 1

HCID 706152523,3',3"-[1,3,6-Naphthalenetriyltris(sulfonylimino)]-tribenzoic acid trisodium salt

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 12.0 g of the product of Example 11 and 62.0 ml of 2N sodium hydroxide is stirred for 45 minutes. The solution is neutralized with 3.6 ml of glacial acetic acid and diluted with 400 ml of ethanol. The solvent is concentrated in vacuo to a small volume. Then it is diluted again with ethanol with the separation of an oil. The solvent is decanted off, and the oil is triturated with fresh ethanol to produce a yellow solid. The solid is separated, washed with ethanol and ether, and dried at 70° C. to yield 7.3 g of the product of the Example.

Workup

  1. concentrationThe solvent is concentrated in vacuo to a small volume
  2. additionThen it is diluted again with ethanol with the separation of an oil
  3. customThe solvent is decanted off
  4. customthe oil is triturated with fresh ethanol
  5. customto produce a yellow solid
  6. customThe solid is separated
  7. washwashed with ethanol and ether
  8. customdried at 70° C.

Sources & evidence

ORD record
ord-3ac4be3108684ec99e10ea0e2f8fe07c
Source dataset
uspto-grants-1978_12
Patent number
US04130660

Reaction notes

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