1,5-Naphthalenedisulfonic acid → HCID 20242516, compound

HRID 483100Notes

Reaction equation

HRID 483100 reaction equation
[OH:1][C:2]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:3]=1[CH2:4][NH:5][C:6]1[S:7][CH:8]=[CH:9][CH:10]=1.[C:17]1([S:31]([OH:34])(=[O:33])=[O:32])[C:26]2[CH:25]=[CH:24][CH:23]=[C:22]([S:27]([OH:30])(=[O:29])=[O:28])[C:21]=2[CH:20]=[CH:19][CH:18]=1>C(Cl)Cl>[C:17]1([S:31]([OH:34])(=[O:33])=[O:32])[C:26]2[CH:25]=[CH:24][CH:23]=[C:22]([S:27]([OH:30])(=[O:29])=[O:28])[C:21]=2[CH:20]=[CH:19][CH:18]=1.[OH:1][C:2]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:3]=1[CH2:4][NH:5][C:6]1[S:7][CH:8]=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 66661,5-Naphthalenedisulfonic acidHCID 13580483HCID 13580483, compound

Product 1

HCID 20242516HCID 20242516, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(2-Hydroxy-5-methoxybenzylamino)thiophene (2.3 g) was dissolved in 25 ml of methylene chloride under nitrogen atmosphere and 1.44 g (5 mmole) of solid naphthalene 1,5-disulfonic acid was added. The solid acid dissolved quickly and a white precipitate appeared after 5 minutes of vigorous stirring. After the reaction mixture was stirred 1/2 hour the resultant precipitate was collected, washed 2×10 ml with methylene chloride and air-dried to give 3.6 g of 2-(2-hydroxy-5-methoxybenzylamino)thiophene naphthalene-1,5-disulfonic acid salt (m.p. 185 dec).

Workup

  1. dissolutionThe solid acid dissolved quickly
  2. customwas collected
  3. washwashed 2×10 ml with methylene chloride
  4. customair-dried

Sources & evidence

ORD record
ord-75f843b1f6e147eca1d81dfb8ea62b82
Source dataset
uspto-grants-1986_03
Patent number
US04578390

Reaction notes

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