3,4,5,6-tetrahydro-2H-azepin-7-amine → HCID 13066358, compound

HRID 1995312Notes

Reaction equation

HRID 1995312 reaction equation
[NH2:1][C:2]1[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][N:8]=1.[CH:9]([CH:11]([CH3:17])[C:12](OCC)=O)=[O:10]>C(O)C>[CH3:17][C:11]1[C:9](=[O:10])[N:1]=[C:2]2[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][N:8]2[CH:12]=1

Participants

4

Reactant 2

HCID 97937283,4,5,6-tetrahydro-2H-azepin-7-amineHCID 10898741Ethyl 2-Formylpropionate

Product 1

HCID 13066358HCID 13066358, compoundYield 37%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 11.2 g. of 7-amino-3,4,5,6-tetrahydro-2H-azepine in 100 ml. ethanol 13.1 g. of ethyl 2-formyl-propionate are added at room temperature and the reaction mixture is stirred for 24 hours and boiled for 3 hours. Ethanol is then evaporated at reduced pressure and the residue is treated with a mixture of acetone and petroleum ether. The precipitated crystals are filtered. 6.6 g. (37%) of 3-methyl-2-oxo-2,6,7,8,9,10-hexahydro-pyrimido[1,2-a]azepine are obtained, melting at 202° C. after boiling in acetone.

Workup

  1. waitboiled for 3 hours
  2. customEthanol is then evaporated at reduced pressure
  3. additionthe residue is treated with a mixture of acetone and petroleum ether
  4. filtrationThe precipitated crystals are filtered

Sources & evidence

ORD record
ord-56b311ffbf6140e28458f6252b4033c8
Source dataset
uspto-grants-1983_09
Patent number
US04404205

Reaction notes

Loading…