Dimethylamine → HCID 14500917, compound

HRID 1032617Notes

Reaction equation

HRID 1032617 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][C:5]2[CH:8]=[C:9]([CH2:12][CH2:13][O:14][C:15]3[CH:20]=[CH:19][C:18]([N:21]=[C:22]=[O:23])=[CH:17][CH:16]=3)[CH:10]=[CH:11][C:4]=2[O:3]1.[CH3:24][NH:25][CH3:26]>C1(C)C=CC=CC=1>[CH3:1][CH:2]1[CH2:7][CH2:6][C:5]2[CH:8]=[C:9]([CH2:12][CH2:13][O:14][C:15]3[CH:16]=[CH:17][C:18]([NH:21][C:22]([N:25]([CH3:26])[CH3:24])=[O:23])=[CH:19][CH:20]=3)[CH:10]=[CH:11][C:4]=2[O:3]1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 54137327HCID 54137327, compound

Product 1

HCID 14500917HCID 14500917, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

3.1 g of 4-[(3,4-dihydro-2-methyl-2H-1-benzopyran-6-yl)ethyloxy]phenyl isocyanate was dissolved into 30 ml of toluene, and 0.9 g of dimethylamine dissolved in 5 ml of toluene was slowly added dropwise thereto at room temperature. After the mixture was stirred at room temperature for 2 hours, toluene was distilled off under a reduced pressure and the residue was recrystallized from ethyl acetate to obtain 2.7 g of Compound No. 67 shown in Table 4.

Workup

  1. additionwas slowly added dropwise
  2. customat room temperature
  3. distillationtoluene was distilled off under a reduced pressure
  4. customthe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-17614f4475a44fbabc87dd91550ea0bb
Source dataset
uspto-grants-1990_09
Patent number
US04959092

Reaction notes

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