Triethylamine → HCID 53943799, compound

HRID 1255373Notes

Reaction equation

HRID 1255373 reaction equation
Cl.[SH:2][CH2:3][CH2:4][NH2:5].C(N(CC)CC)C.[C:13](Cl)(=[O:18])[C:14]([CH3:17])([CH3:16])[CH3:15].[Cl-].[NH4+]>ClCCl>[SH:2][CH2:3][CH2:4][NH:5][C:13](=[O:18])[C:14]([CH3:17])([CH3:16])[CH3:15]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 9082Cysteamine HydrochlorideHCID 25517Ammonium ChlorideHCID 62493Pivaloyl chloride

Product 1

HCID 53943799HCID 53943799, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
40 °C

Procedure

22.7 g of 2-mercaptoethylamine hydrochloride (0.2 mol) and 32.4 g of triethylamine (0.32 mol) were introduced in suspension in 130 ml of dichloromethane at 0° C.-5° C. Over the course of 30 minutes, 12.1 g of pivaloyl chloride (0.1 mol) were added dropwise. The batch was stirred at 0° C. to 5° C. for 1 hour, at 40° C. for 1.5 hours, and then at room temperature for 12 hours. 70 ml of saturated ammonium chloride solution were added and a phase separation was carried out. This was repeated twice and the organic phases were combined, dried over sodium sulfate, and freed of their solvent under reduced pressure.

Workup

  1. waitat room temperature for 12 hours
  2. customa phase separation
  3. dry with materialdried over sodium sulfate

Sources & evidence

ORD record
ord-fbbc07d4b6af48b3abc096b1252d0ffd
Source dataset
uspto-grants-2013_06
Patent number
US08460445B2

Reaction notes

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