Triethylamine → HCID 13632836, compound

HRID 1380910Notes

Reaction equation

HRID 1380910 reaction equation
[SH:1][C:2]1[S:3][CH2:4][CH2:5][N:6]=1.C(N(CC)CC)C.[S:14]1[CH:18]=[CH:17][CH:16]=[C:15]1[CH2:19]Cl>C1(C)C=CC=CC=1>[S:14]1[CH:18]=[CH:17][CH:16]=[C:15]1[CH2:19][S:1][C:2]1[S:3][CH2:4][CH2:5][N:6]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 698302-(Chloromethyl)thiopheneHCID 178527880HCID 178527880, compound

Product 1

HCID 13632836HCID 13632836, compoundYield 101.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a stirred solution of 1.3 grams (0.011 mole) of 2-mercaptothiazoline in 20 ml of toluene was added 1.1 grams (0.011 mole) of triethylamine, followed by 1.5 grams (0.011 mole) of 2-thienylmethyl chloride. Upon completion of addition the reaction mixture was heated under reflux for five hours. The reaction mixture was cooled to ambient temperature and filtered. The filtrate was concentrated under reduced pressure to give 2.4 grams of 2-(2-thienylmethylthio)-4,5-dihydrothiazole as an oil, Compound No. 22 of Table I.

Workup

  1. additionUpon completion of addition the reaction mixture
  2. temperaturewas heated
  3. temperatureunder reflux for five hours
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4bf20c5531cc49f6bdfef199e5507cfb
Source dataset
uspto-grants-1986_04
Patent number
US04584306

Reaction notes

Loading…