p-Nitrophenylurea → HCID 22100208, compound

HRID 964941Notes

Reaction equation

HRID 964941 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([NH2:13])=[O:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].N[CH2:15][CH:16]1[CH2:20][CH:19]([O:21][CH3:22])[O:18][CH:17]1[O:23][CH3:24]>C(Cl)Cl>[CH3:24][O:23][CH:17]1[CH:16]([CH2:15][NH:13][C:11]([NH:10][C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)=[O:12])[CH2:20][CH:19]([O:21][CH3:22])[O:18]1

Participants

4

Reactant 2

HCID 313520p-NitrophenylureaHCID 21710167HCID 21710167, compound

Product 1

HCID 22100208HCID 22100208, compoundYield 92.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

25.1 g (0.15 mol) of 4-nitrophenylurea were dissolved in 150 ml of methylene chloride. The solution was filtered and then 27.0 g (0.17 mol) of 3-aminomethyl-2,5-dimethoxytetrahydrofuran dissolved in 150 ml of methylene chloride were added dropwise at 0° C. The mixture was stirred at room temperature for 1 h and the resulting precipitate was filtered off with suction. 45 g (91%) of the product were obtained. Melting point 172°-174° C.

Workup

  1. filtrationThe solution was filtered
  2. additionwere added dropwise at 0° C
  3. filtrationthe resulting precipitate was filtered off with suction

Sources & evidence

ORD record
ord-b4b4cf95599c47bf94b17d8b23e75fd1
Source dataset
uspto-grants-1998_06
Patent number
US05773439

Reaction notes

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