Benzene → HCID 20289963, compound

HRID 1414095Notes

Reaction equation

HRID 1414095 reaction equation
[CH3:1][O:2][CH:3]([O:7][CH3:8])[CH2:4][NH:5][CH3:6].C1C=CC=CC=1.[CH3:15][C:16]1[CH:17]=[C:18]([CH:30]=[CH:31][CH:32]=1)[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>[CH3:15][C:16]1[CH:17]=[C:18]([CH:30]=[CH:31][CH:32]=1)[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 53660861HCID 53660861, compound

Product 1

HCID 20289963HCID 20289963, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Methylaminoacetaldehyde dimethylacetal (3.7 grams, 0.031 mole) was added to a 50 milliliter benzene solution containing 3.7 grams (0.031 equivalent) of the 5-[1-(3-methylphenoxy)ethyl]-1,3,4-thiadiazol-2-yl isocyanate dimer (prepared above) and the resulting solution was refluxed for 15 minutes and then cooled. Hexane (100 milliliters) was added and the resulting solution formed crystals which were filtered off, and dried in a vacuum oven at 80° C. to 9.0 grams of white crystals of [5-[1-(3-methylphenoxy)ethyl]-1,3,4thiadiazol-2-yl]-1-methyl-1-(2,2-dimethoxyethyl)urea (melting point 122°-125° C.).

Workup

  1. additioncontaining
  2. temperaturethe resulting solution was refluxed for 15 minutes
  3. temperaturecooled
  4. customthe resulting solution formed crystals which
  5. filtrationwere filtered off
  6. dry with materialdried in a vacuum oven at 80° C. to 9.0 grams of white crystals of [5-[1-(3-methylphenoxy)ethyl]-1,3,4thiadiazol-2-yl]-1-methyl-1-(2,2-dimethoxyethyl)urea (melting point 122°-125° C.)

Sources & evidence

ORD record
ord-4ddeeaaa99c445269fc12e3fa0d2879d
Source dataset
uspto-grants-1981_02
Patent number
US04252961

Reaction notes

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