Propargylamine → HCID 20165017, compound

HRID 255876Notes

Reaction equation

HRID 255876 reaction equation
[CH2:1]([NH2:4])[C:2]#[CH:3].Cl.Cl[CH2:7][CH2:8][NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=1>C(Cl)Cl>[CH2:1]([NH:4][CH2:7][CH2:8][NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:17])([F:18])[F:19])[CH:11]=1)[C:2]#[CH:3]

Participants

4

Reactant 2

HCID 239041PropargylamineHCID 20165021HCID 20165021, compound

Product 1

HCID 20165017HCID 20165017, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

16.5 g of (0.3 mol) of propargylamine were dissolved in 100 ml of absolute methylene chloride, and the solution was admixed at room temperature in portions with the N-(2-chloro-ethyl)-3-(trifluoromethyl)-aniline hydrochloride obtained in step 3.1. While monitoring by chromatography, the mixture was heated until the reaction had gone to completion. After the reaction had ended, the reaction solution were extracted with the calculated quantity of sodium carbonate solution. After drying with sodium sulfate, the organic phase was evaporated under reduced pressure. The oily base thus obtained was used as such in the next step. (If this product contains significant impurities, it is advisable to recrystallize as its dihydrochloride).

Workup

  1. temperaturethe mixture was heated until the reaction
  2. extractionthe reaction solution were extracted with the calculated quantity of sodium carbonate solution
  3. dry with materialAfter drying with sodium sulfate
  4. customthe organic phase was evaporated under reduced pressure
  5. customThe oily base thus obtained
  6. customto recrystallize as its dihydrochloride)

Sources & evidence

ORD record
ord-fda01db0b2734bb28c5b39c924e606d5
Source dataset
uspto-grants-1987_10
Patent number
US04699910

Reaction notes

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