Hydrochloric Acid → 5,5',5"-[1,3,6-Naphthalenetriyltris(sulfonylimino)]-triisophthalic acid

HRID 66227Notes

Reaction equation

HRID 66227 reaction equation
COCC[O:5][C:6](=[O:82])[C:7]1[CH:19]=[C:18]([NH:20][S:21]([C:24]2[CH:25]=[C:26]3[C:31](=[CH:32][CH:33]=2)[C:30]([S:34]([NH:37][C:38]2[CH:39]=[C:40]([C:51]([O:53]CCOC)=[O:52])[CH:41]=[C:42]([CH:50]=2)[C:43]([O:45]CCOC)=[O:44])(=[O:36])=[O:35])=[CH:29][C:28]([S:58]([NH:61][C:62]2[CH:63]=[C:64]([C:75]([O:77]CCOC)=[O:76])[CH:65]=[C:66]([CH:74]=2)[C:67]([O:69]CCOC)=[O:68])(=[O:60])=[O:59])=[CH:27]3)(=[O:23])=[O:22])[CH:17]=[C:9]([C:10]([O:12]CCOC)=[O:11])[CH:8]=1.Cl>[OH-].[Na+]>[C:30]1([S:34]([NH:37][C:38]2[CH:39]=[C:40]([C:51]([OH:53])=[O:52])[CH:41]=[C:42]([CH:50]=2)[C:43]([OH:45])=[O:44])(=[O:35])=[O:36])[C:31]2[C:26](=[CH:25][C:24]([S:21]([NH:20][C:18]3[CH:17]=[C:9]([C:10]([OH:12])=[O:11])[CH:8]=[C:7]([CH:19]=3)[C:6]([OH:82])=[O:5])(=[O:22])=[O:23])=[CH:33][CH:32]=2)[CH:27]=[C:28]([S:58]([NH:61][C:62]2[CH:63]=[C:64]([C:75]([OH:77])=[O:76])[CH:65]=[C:66]([CH:74]=2)[C:67]([OH:69])=[O:68])(=[O:59])=[O:60])[CH:29]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 544288385,5',5"-[1,3,6-Naphthalenetriyltris(sulfonylimino)]triisophthalic acid hexakis(2-methoxyethyl)ester

Product 1

HCID 540893985,5',5"-[1,3,6-Naphthalenetriyltris(sulfonylimino)]-triisophthalic acidYield 97.5%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 12.06 g of the product of Example 3 and 60 ml of 2N sodium hydroxide is stirred for one hour. The resulting yellow solution is acidified with 65 ml of 2N hydrochloric acid to give a colorless gum which solidifies on standing. The mixture is filtered and the separated product is washed with water until the washings are neutral. The material is dried in vacuo, then is pulverized, and dried again to give 8.36 g of the product of the Example as a colorless powder.

Workup

  1. customto give a colorless gum which
  2. filtrationThe mixture is filtered
  3. washthe separated product is washed with water until the washings
  4. customThe material is dried in vacuo
  5. customdried again

Sources & evidence

ORD record
ord-9d7fc8536c2f40edbb0874b51cb8fddf
Source dataset
uspto-grants-1978_12
Patent number
US04130660

Reaction notes

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