Benzene → HCID 12905317, compound

HRID 904054Notes

Reaction equation

HRID 904054 reaction equation
[CH3:1][O:2][CH:3]([O:7][CH3:8])[CH2:4][NH:5][CH3:6].C1C=CC=CC=1.[N+:15]([C:18]1[CH:34]=[CH:33][CH:32]=[CH:31][C:19]=1[O:20][CH:21]([C:23]1[S:27][C:26]([N:28]=[C:29]=[O:30])=[N:25][N:24]=1)[CH3:22])([O-:17])=[O:16]>CCCCCC>[N+:15]([C:18]1[CH:34]=[CH:33][CH:32]=[CH:31][C:19]=1[O:20][CH:21]([C:23]1[S:27][C:26]([NH:28][C:29](=[O:30])[N:5]([CH3:6])[CH2:4][CH:3]([O:7][CH3:8])[O:2][CH3:1])=[N:25][N:24]=1)[CH3:22])([O-:17])=[O:16]

Participants

5

Reactant 3

HCID 241BenzeneHCID 85032,2-DimethoxyethylmethylamineHCID 54190403HCID 54190403, compound

Product 1

HCID 12905317HCID 12905317, compoundYield 97.2%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

2.1 grams (0.018 mole) of methylaminoacetaldehyde dimethylacetal was added to a 50 ml. benzene solution containing 5.2 grams (0.018 mole) of the 5-(1-(2-nitrophenoxy) ethyl)-1,3,4-thiadiazol-2-yl isocyanate dimer (prepared above) and the resulting solution was refluxed for 15 minutes to form a yellow solution. Hexane (100 ml.) was added and the resulting oil was allowed to stand for 72 hours and topped with a roto-vac at 70 degrees Centigrade to yield 7.2 grams of a red-orange oil of 3-[5-(1-(2-nitrophenoxy ethyl)-1,3,4-thiadiazol-2-yl]-1-methyl-1-(2,2-dimethoxyethyl)urea.

Workup

  1. temperaturethe resulting solution was refluxed for 15 minutes
  2. customto form a yellow solution
  3. customtopped with a roto-vac at 70 degrees Centigrade

Sources & evidence

ORD record
ord-3baa10b2fdca4a3ebb4b3dae94455dd4
Source dataset
uspto-grants-1980_10
Patent number
US04230480

Reaction notes

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