1-Isocyanato-4-methoxybenzene → HCID 13049053, compound

HRID 839711Notes

Reaction equation

HRID 839711 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]=[C:10]=[O:11])=[CH:5][CH:4]=1.[CH3:12][N:13]([CH3:22])[CH2:14][CH2:15][O:16][CH:17]1[CH2:21][CH2:20][NH:19][CH2:18]1>C1C=CC=CC=1>[CH3:12][N:13]([CH3:22])[CH2:14][CH2:15][O:16][CH:17]1[CH2:21][CH2:20][N:19]([C:10]([NH:9][C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)=[O:11])[CH2:18]1

Participants

4

Reactant 2

HCID 794431-Isocyanato-4-methoxybenzeneHCID 13049041HCID 13049041, compound

Product 1

HCID 13049053HCID 13049053, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A solution of 3.0 g. (0.02 mole) of p-methoxyphenyl isocyanate in 10 ml. of dry benzene was added dropwise to a stirring solution of 3.2 g. (0.02 mole) of 3-(2-dimethylaminoethoxy)pyrrolidine in 100 ml. of dry benzene under anhydrous conditions. When the addition was complete, the reaction mixture was allowed to stir for 2 hours. The mixture was concentrated under reduced pressure to give 4.9 g. (80%) of product which crystallized upon standing. Recrystallization from benzeneisooctane gave 4.8 g. of solid melting at 92°-94° C.

Workup

  1. additionWhen the addition
  2. concentrationThe mixture was concentrated under reduced pressure
  3. customto give 4.9 g
  4. custom(80%) of product which crystallized
  5. customRecrystallization from benzeneisooctane
  6. customgave 4.8 g

Sources & evidence

ORD record
ord-90dff56cb54045cc98ca42cd666f4ac7
Source dataset
uspto-grants-1978_06
Patent number
US04096331

Reaction notes

Loading…