1,3-Benzodioxol-5-amine → N,N′-Bis(1,3-benzodioxol-5-yl)urea

HRID 2358499Notes

Reaction equation

HRID 2358499 reaction equation
[CH2:1]1[O:10][C:9]2[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=2[O:2]1.[CH2:11]1[O:19][C:18]2[CH:17]=[CH:16][C:15]([N:20]=[C:21]=[O:22])=[CH:14][C:13]=2[O:12]1>C1C=CC=CC=1>[CH2:1]1[O:10][C:9]2[CH:8]=[CH:7][C:5]([NH:6][C:21]([NH:20][C:15]3[CH:16]=[CH:17][C:18]4[O:19][CH2:11][O:12][C:13]=4[CH:14]=3)=[O:22])=[CH:4][C:3]=2[O:2]1

Participants

4

Reactant 2

HCID 843101,3-Benzodioxol-5-amineHCID 52232135-Isocyanato-1,3-dioxaindane

Product 1

HCID 6469762N,N′-Bis(1,3-benzodioxol-5-yl)urea

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 3,4-methylenedioxyaniline (0.35 g) and 3,4-methylenedioxyphenyl isocyanate (0.4 g) in benzene (25 ml) was refluxed for 1 hour. The precipitate formed was filtered, washed with benzene then dried to give pure DC-0076B (0.697 g, 95%) as a pale brown solid.

Workup

  1. customThe precipitate formed
  2. filtrationwas filtered
  3. washwashed with benzene
  4. customthen dried
  5. customto give pure DC-0076B (0.697 g, 95%) as a pale brown solid

Sources & evidence

ORD record
ord-e98d34bdc5a84f839b8b8cb378ee50e9
Source dataset
uspto-grants-2010_07
Patent number
US07763747B2

Reaction notes

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