2-(Methylamino)ethanol → N-(beta-hydroxyethyl)-N-methyl-N'-(2-trifluoromethyl-1,3,4-thiadiazol-5-yl)urea

HRID 1287179Notes

Reaction equation

HRID 1287179 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[S:4][C:5]([N:8]=[C:9]=[O:10])=[N:6][N:7]=1.[CH3:13][NH:14][CH2:15][CH2:16][OH:17]>C1C=CC=CC=1>[OH:17][CH2:16][CH2:15][N:14]([CH3:13])[C:9]([NH:8][C:5]1[S:4][C:3]([C:2]([F:11])([F:1])[F:12])=[N:7][N:6]=1)=[O:10]

Participants

4

Reactant 2

HCID 80162-(Methylamino)ethanolHCID 131418952-Isocyanato-5-(trifluoromethyl)-1,3,4-thiadiazole

Product 1

HCID 21507111N-(beta-hydroxyethyl)-N-methyl-N'-(2-trifluoromethyl-1,3,4-thiadiazol-5-yl)urea

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

2-Trifluoromethyl-1,3,4-thiadiazol-5-yl isocyanate dimer (8 grams), N-methyl-N-β-hydroxyethylamine (3.1 grams) and benzene (40 ml) were charged into a glass reaction vessel equipped with a mechanical stirrer, reflux condenser and thermometer. The reaction mixture was heated at reflux, with stirring for a period of about 10 minutes. After this time the reaction mixture was stripped of solvent under reduced pressure to yield the desired product N-(β-hydroxyethyl)-N-methyl-N'-(2-trifluoromethyl-1,3,4-thiadiazol-5-yl)urea as an oily residue.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturereflux condenser
  3. temperatureThe reaction mixture was heated
  4. temperatureat reflux

Sources & evidence

ORD record
ord-78be45f5d8ef40f484b5f5ec77e3029e
Source dataset
uspto-grants-1976_10
Patent number
US03984228

Reaction notes

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