2,2-Dimethoxyethylmethylamine → HCID 13021504, compound

HRID 2287232Notes

Reaction equation

HRID 2287232 reaction equation
[CH3:1][O:2][CH:3]([O:7][CH3:8])[CH2:4][NH:5][CH3:6].[Cl:9][C:10]1[CH:11]=[C:12]([CH:24]=[CH:25][CH:26]=1)[O:13][CH:14]([C:16]1[S:20][C:19]([N:21]=[C:22]=[O:23])=[N:18][N:17]=1)[CH3:15]>C1C=CC=CC=1>[Cl:9][C:10]1[CH:11]=[C:12]([CH:24]=[CH:25][CH:26]=1)[O:13][CH:14]([C:16]1[S:20][C:19]([NH:21][C:22](=[O:23])[N:5]([CH2:4][CH:3]([O:7][CH3:8])[O:2][CH3:1])[CH3:6])=[N:18][N:17]=1)[CH3:15]

Participants

4

Reactant 2

HCID 85032,2-DimethoxyethylmethylamineHCID 53747785HCID 53747785, compound

Product 1

HCID 13021504HCID 13021504, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

4.9 grams (0.036 mole) of methylaminoacetaldehyde dimethylacetal was slowly added to a warm 30 milliliter benzene solution containing 10.2 grams (0.036 mole) of the 5-[1-(3-chlorophenoxy)ethyl]-1,3,4-thiadiazol-2-yl isocyanate dimer (prepared above). The resulting solution was refluxed for 15 minutes, cooled, topped on a roto-vac at 70° C. to 14.5 grams of a pink solid residue which was recrystallized from a minimum amount of ethylacetate/hexane solution. The fluffy precipitate was filtered off, and dried in a vacuum oven at 80° C. to 10.3 grams of fluffy white crystals of 3-[5-[1-(3-chlorophenoxy)ethyl]-1,3,4-thiadiazol-2-yl]-1-methyl-1-(2,2-dimethoxyethyl)urea. Melting point 127°-130° C.

Workup

  1. additioncontaining
  2. temperatureThe resulting solution was refluxed for 15 minutes
  3. temperaturecooled
  4. customwas recrystallized from a minimum amount of ethylacetate/hexane solution
  5. filtrationThe fluffy precipitate was filtered off
  6. dry with materialdried in a vacuum oven at 80° C. to 10.3 grams of fluffy white crystals of 3-[5-[1-(3-chlorophenoxy)ethyl]-1,3,4-thiadiazol-2-yl]-1-methyl-1-(2,2-dimethoxyethyl)urea

Sources & evidence

ORD record
ord-164592ed444345ff8175283faa2ecb05
Source dataset
uspto-grants-1981_05
Patent number
US04269983

Reaction notes

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