Methane → HCID 23316442, compound

HRID 1982378Notes

Reaction equation

HRID 1982378 reaction equation
[CH2:1]([N:8]([CH2:10][CH2:11][O:12][C:13]([C:15]1[CH:16]([C:30]2[O:31][CH:32]=[CH:33][CH:34]=2)[C:17]2[C:22](=[O:23])[N:21]([CH3:24])[C:20](=[O:25])[N:19]([CH3:26])[C:18]=2[NH:27][C:28]=1[CH3:29])=[O:14])[CH3:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:35].C>CO>[OH2:12].[ClH:35].[O:31]1[CH:32]=[CH:33][CH:34]=[C:30]1[CH:16]1[C:17]2[C:22](=[O:23])[N:21]([CH3:24])[C:20](=[O:25])[N:19]([CH3:26])[C:18]=2[NH:27][C:28]([CH3:29])=[C:15]1[C:13]([O:12][CH2:11][CH2:10][N:8]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH3:9])=[O:14]

Participants

5

Reactant 3

HCID 297MethaneHCID 313Hydrochloric AcidHCID 13646774HCID 13646774, compound

Product 1

HCID 23316442HCID 23316442, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A stirring solution of 2-(N-benzyl-N-methylamino)ethyl-5-(furan-2-yl)-5,8-dihydro-1,3,7-trimethyl-2,4-dioxopyrido [2,3-d]pyrimidine-6-carboxylate (2.0 g, 0.004 M; Example XVI) in methanol (100 ml) was adjusted to pH≈1 via dropwise addition of concentrated HCl. Evaporation of solvent gave a brown oil, which was dissolved in methanol and treated with activated charcoal. Filtration of the solution to remove the charcoal and evaporation of solvent from the filtrate gave a yellow solid residue which was crystallized with acetone to give 1.42 g (75%) of the title compound as a pale yellow crystalline salt mp. 135°-138° C.

Workup

  1. customEvaporation of solvent
  2. customgave a brown oil, which
  3. filtrationFiltration of the solution
  4. customto remove
  5. customthe charcoal and evaporation of solvent from the filtrate
  6. customgave a yellow solid residue which
  7. customwas crystallized with acetone

Sources & evidence

ORD record
ord-166402f290f240c4a76701010e31168a
Source dataset
uspto-grants-1986_06
Patent number
US04596805

Reaction notes

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