Hydrochloric Acid → HCID 9975616, compound

HRID 1707467Notes

Reaction equation

HRID 1707467 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([S:10][CH2:11][C:12]1[N:13]=[N:14][N:15]([C:17]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=1)(=O)C.Cl>O1CCCC1>[C:17]([N:15]1[CH:16]=[C:12]([CH2:11][SH:10])[N:13]=[N:14]1)([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 18963329HCID 18963329, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 9975616HCID 9975616, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of litium aluminum hydride (1.07 g: 28.2 mMol.) in tetrahydrofuran (100 ml) under ice cooling is added 4-acetylthiomethyl-1-trityl-1,2,3-triazole (7.50 g: 18.8 mMol.), and the mixture is stirred at room temperature for 40 minutes. To the reaction mixture is added aqueous tetrahydrofuran dropwise, and the mixture is neutralized with 10% hydrochloric acid. The solution is filtered and the filtrate is diluted with ethyl acetate, washed with brine, dried over sodium sulfate, and concentrated. The residue is crystallized from ether and washed with ether to give 1-trityl-1,2,3-triazol-4-ylmethylmercaptan (5.14 g) as white crystals. Yield: 77%. mp. 140° to 141° C.

Workup

  1. filtrationThe solution is filtered
  2. additionthe filtrate is diluted with ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. customThe residue is crystallized from ether
  7. washwashed with ether

Sources & evidence

ORD record
ord-a579cad60feb4ab1b38095b7415790c4
Source dataset
uspto-grants-1994_10
Patent number
US05352792

Reaction notes

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