Urea → 5,7-dihydro-6H-dibenz[c,e]azepine-6-carboxamide

HRID 35175

Reaction equation

HRID 35175 reaction equation
[CH:1]1[C:11]2[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[CH2:8][NH:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[NH2:16][C:17](N)=[O:18]>>[CH:1]1[C:11]2[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[CH2:8][N:7]([C:17]([NH2:16])=[O:18])[CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 1176UreaHCID 811835H-Dibenz(c,e)azepine, 6,7-dihydro-

Product 1

HCID 200417145,7-dihydro-6H-dibenz[c,e]azepine-6-carboxamide

Conditions

Temperature
120 °C

Procedure

A mixture of 1.95 g of 6,7-dihydro-5H-dibenz[c,e]azepine and 3 g of urea is stirred at 120° C. for 15 minutes and then poured onto ice/water. After extracting the resulting aqueous mixture with methylene chloride the combined extracts are washed with water, dried over anhydrous sodium sulphate and evaporated. The solid residue is recrystallized from n-hexane/ethyl acetate, and in this manner there is obtained pure 5,7-dihydro-6H-dibenz[c,e]azepine-6-carboxamide, m.p. 212°-214° C.

Workup

  1. additionpoured onto ice/water
  2. extractionAfter extracting the resulting aqueous mixture with methylene chloride the combined extracts
  3. washare washed with water
  4. dry with materialdried over anhydrous sodium sulphate
  5. customevaporated
  6. customThe solid residue is recrystallized from n-hexane/ethyl acetate

Sources & evidence

ORD record
ord-57670e097dfc4a52a1ddf6e89ecb4ec1
Source dataset
uspto-grants-1988_08
Patent number
US04766115

Linked notes

Loading…