Benzene → HCID 20551772, compound

HRID 1446953Notes

Reaction equation

HRID 1446953 reaction equation
[CH3:1][O:2][CH:3]([O:7][CH3:8])[CH2:4][NH:5][CH3:6].C1C=CC=CC=1.[CH3:15][S:16][C:17]([C:20]1[S:24][C:23]([N:25]=[C:26]=[O:27])=[N:22][N:21]=1)([CH3:19])[CH3:18]>CCCCCC>[CH3:15][S:16][C:17]([C:20]1[S:24][C:23]([NH:25][C:26](=[O:27])[N:5]([CH3:6])[CH2:4][CH:3]([O:7][CH3:8])[O:2][CH3:1])=[N:22][N:21]=1)([CH3:19])[CH3:18]

Participants

5

Reactant 3

HCID 241BenzeneHCID 85032,2-DimethoxyethylmethylamineHCID 12799748HCID 12799748, compound

Product 1

HCID 20551772HCID 20551772, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

At ambient temperatures, 4.2 grams (0.035 mole) of methylaminoacetaldehyde dimethylacetal was added to 50 milliliters of benzene containing 7.1 grams (0.033 equivalents) of the 5-[1-methylthio-1-methylethyl]-1,3,4-thiadiazol-2-yl isocyanate dimer (prepared above). The resulting pink solution was heated to reflux, 100 milliliters of hexane was added, and the solution was cooled, filtered and topped on a roto-vac at 70° C. to yield 11.4 grams of a pale pink viscous oil of 3-[5-(1-methylthio-1-methylethyl)-1,3,4-thiadiazol-2-yl]-1-methyl-1-(2,2-dimethoxy-ethyl)urea.

Workup

  1. temperatureThe resulting pink solution was heated
  2. temperatureto reflux
  3. temperaturethe solution was cooled
  4. filtrationfiltered
  5. customtopped on a roto-vac at 70° C.

Sources & evidence

ORD record
ord-568fb77cc9af42a2b287f3ab14c219e3
Source dataset
uspto-grants-1982_02
Patent number
US04314842

Reaction notes

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