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Thiamine Hydrochloride → thiazolium, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl-, salt with 1,2,3,4-tetrahydro-2-methyl-1,4-dioxo-2-naphthalenesulfonic acid (1:1), mono(1,2,3,4-tetrahydro-2-methyl-1,4-dioxo-2-naphthalenesulfonate) (salt)

HRID 482970
Notes
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Reaction equation

HRID 482970 reaction equation
[CH3:1][C:2]1[N+:6]([CH2:7][C:8]2[CH:9]=[N:10][C:11]([CH3:15])=[N:12][C:13]=2[NH2:14])=[CH:5][S:4][C:3]=1[CH2:16][CH2:17][OH:18].Cl.[Cl-].[CH3:21][C:22]1([S:34]([O-:37])(=[O:36])=[O:35])[C:32](=[O:33])[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:24](=[O:25])[CH2:23]1.[Na+]>O>[CH3:21][C:22]1([S:34]([OH:37])(=[O:36])=[O:35])[C:32](=[O:33])[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:24](=[O:25])[CH2:23]1.[CH3:1][C:2]1[N+:6]([CH2:7][C:8]2[CH:9]=[N:10][C:11]([CH3:15])=[N:12][C:13]=2[NH2:14])=[CH:5][S:4][C:3]=1[CH2:16][CH2:17][OH:18]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6202Thiamine HydrochlorideHCID 23665888Menadione Sodium Bisulfite

Product 1

HCID 121232542thiazolium, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl-, salt with 1,2,3,4-tetrahydro-2-methyl-1,4-dioxo-2-naphthalenesulfonic acid (1:1), mono(1,2,3,4-tetrahydro-2-methyl-1,4-dioxo-2-naphthalenesulfonate) (salt)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

25 g of thiamine hydrochloride (vitamin B1) was dissolved in 50 g of water; to said solution of 25 g of powdery sodium menadione bisulfite was added within about half an hour. After half an hour of agitation, the reaction mass became opalescent and the adduct began to precipitate. After an hour, the precipitate was filtered, washed and dried. 25 g of a white product having the following analysis was obtained.

Workup

  1. additionwas added within about half an hour
  2. waitAfter half an hour of agitation
  3. customto precipitate
  4. waitAfter an hour
  5. filtrationthe precipitate was filtered
  6. washwashed
  7. customdried
  8. customwas obtained

Sources & evidence

ORD record
ord-a76a9e7bad3d40479e682b9c4056a987
Source dataset
uspto-grants-1986_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04577019

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes