Benzene → HCID 12880033, compound

HRID 2287039Notes

Reaction equation

HRID 2287039 reaction equation
[CH3:1][O:2][CH:3]([O:7][CH3:8])[CH2:4][NH:5][CH3:6].C1C=CC=CC=1.[Cl:15][C:16]1[CH:17]=[C:18]([CH:30]=[CH:31][C:32]=1[Cl:33])[O:19][CH:20]([C:22]1[S:26][C:25]([N:27]=[C:28]=[O:29])=[N:24][N:23]=1)[CH3:21]>CCCCCC>[Cl:15][C:16]1[CH:17]=[C:18]([CH:30]=[CH:31][C:32]=1[Cl:33])[O:19][CH:20]([C:22]1[S:26][C:25]([NH:27][C:28](=[O:29])[N:5]([CH3:6])[CH2:4][CH:3]([O:7][CH3:8])[O:2][CH3:1])=[N:24][N:23]=1)[CH3:21]

Participants

5

Reactant 3

HCID 241BenzeneHCID 85032,2-DimethoxyethylmethylamineHCID 54072011HCID 54072011, compound

Product 1

HCID 12880033HCID 12880033, compoundYield 68.1%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

3.3 grams (0.028 mole) of methylaminoacetaldehyde dimethylacetal was slowly added to a 50 milliliter benzene solution containing 9.0 grams (0.028 mole) of the 5-[1-(3,4-dichlorophenoxy)ethyl]-1,3,4-thiadiazol-2-yl isocyanate dimer (prepared above). The resulting solution was heated to reflux and hexane was added, crystals formed on cooling. The crystals were filtered off, and dried in a vacuum oven at 80° C. to give 8.3 grams of fluffy white crystals at 3-[5-[1-(3,4-dichlorophenoxy)ethyl]-1,3,4-thiadiazol-1-yl]-1-methyl-1-(2,2-dimethoxyethyl)urea. (Melting point 124°-127° C.).

Workup

  1. additioncontaining
  2. temperatureThe resulting solution was heated
  3. temperatureto reflux
  4. customcrystals formed
  5. temperatureon cooling
  6. filtrationThe crystals were filtered off
  7. customdried in a vacuum oven at 80° C.

Sources & evidence

ORD record
ord-f283064110de447089ffeb502ca2d67c
Source dataset
uspto-grants-1981_05
Patent number
US04268675

Reaction notes

Loading…