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

HRID 1762712

Reaction equation

HRID 1762712 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-5c60ab0e427b4cac80bc56d6f877f654
Source dataset
uspto-grants-1989_05
Patent number
US04833245

Linked notes

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