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

HRID 1390624Notes

Reaction equation

HRID 1390624 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 two 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-ec493b17e73c418b93918e39e2525122
Source dataset
uspto-grants-1979_02
Patent number
US04139620

Reaction notes

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