Triethylamine → HCID 68124915, compound

HRID 441280Notes

Reaction equation

HRID 441280 reaction equation
[CH3:1][N:2]=[C:3]=[O:4].C([N:7](CC)CC)C.N[C:13]1[CH:14]=[C:15]([CH:24]=[CH:25][CH:26]=1)[NH:16][C:17](=[O:23])/[CH:18]=[C:19](\[O:21][CH3:22])/[CH3:20]>O1CCCC1>[CH3:1][N:2]([C:13]1[CH:14]=[C:15]([CH:24]=[CH:25][CH:26]=1)[NH:16][C:17](=[O:23])/[CH:18]=[C:19](\[O:21][CH3:22])/[CH3:20])[C:3]([NH2:7])=[O:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12228Methyl IsocyanateHCID 68125287HCID 68125287, compound

Product 1

HCID 68124915HCID 68124915, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

26 ml of methyl isocyanate were added to a mixture of 11.6 g of triethylamine and 22.3 g of m-amino-3-methoxy-crotonanilide in 250 ml of tetrahydrofuran and the mixture was stirred for 16 hours and vacuum filtered. The recovered precipitate was washed with isopropyl ether to obtain 23 g of m-(N-methyl-ureido)-3-methoxy-crotonanilide melting at 166° C. Crystallization from ethanol did not change the melting point.

Workup

  1. filtrationvacuum filtered
  2. washThe recovered precipitate was washed with isopropyl ether

Sources & evidence

ORD record
ord-107feaa41ba94c9fa084053abad8d6bb
Source dataset
uspto-grants-1977_08
Patent number
US04039316

Reaction notes

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