Triethylamine → HCID 14450314, compound

HRID 1730145Notes

Reaction equation

HRID 1730145 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]2[C:11]3[CH2:16][CH2:15][NH:14][CH2:13][C:12]=3[C:17](=[O:19])[O:18][C:5]=2[CH:4]=1.[ClH:20].[N:21](=[CH:29][CH2:30]Cl)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][Cl:28].C(N(CC)CC)C>C(O)C>[ClH:28].[ClH:20].[N:21]1([CH2:29][CH2:30][N:14]2[CH2:15][CH2:16][C:11]3[C:6]4[CH:7]=[C:8]([O:9][CH3:10])[C:3]([O:2][CH3:1])=[CH:4][C:5]=4[O:18][C:17](=[O:19])[C:12]=3[CH2:13]2)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 108252898,9-dimethoxy-1,2,3,4-tetrahydro-5H-chromeno[3,4-c]pyridin-5-oneHCID 534452772-(hexamethyleneimino)ethyl chloride HCl

Product 1

HCID 14450314HCID 14450314, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 0.02m of 1,2,3,4-tetrahydro-8,9-dimethoxy-5H-[1]benzopyrano[3,4-c]pyridin-5-one, 0.022m of 2-(hexamethyleneimino)-ethyl chloride HCl and 0.022m of triethylamine in 200ml of ethanol was refluxed for 6 hours. The mixture was filtered while hot and immediately treated with excess HCl gas. Crystallization of the crude product from methanol gave 2.5g of material, m.p. 233°-4° C.

Workup

  1. temperaturewas refluxed for 6 hours
  2. filtrationThe mixture was filtered while hot and
  3. additionimmediately treated with excess HCl gas
  4. customCrystallization of the crude product from methanol

Sources & evidence

ORD record
ord-c72f22e2d2d946e78360c76a0a012329
Source dataset
uspto-grants-1976_11
Patent number
US03991196

Reaction notes

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