Formaldehyde → HCID 11043099, compound

HRID 1090696Notes

Reaction equation

HRID 1090696 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][C:6](=[O:12])[NH:7]2.[CH2:13]([NH:15][CH2:16][CH3:17])[CH3:14].[CH2:18]=O>O>[CH2:13]([N:15]([CH2:18][C:9]1[CH:10]=[CH:11][C:2]([OH:1])=[C:3]2[C:8]=1[NH:7][C:6](=[O:12])[CH2:5][CH2:4]2)[CH2:16][CH3:17])[CH3:14]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8021DiethylamineHCID 1691533,4-Dihydro-5-hydroxy-2(1H)-quinolinone

Product 1

HCID 11043099HCID 11043099, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a stirred suspension of 3,4-dihydro-5-hydroxycarbostyril (30 g, 184 mM) in water (300 mL) was added diethylamine (14 g, 191 mM) followed by a 36% solution of formaldehyde in water (300 mL). The mixture was stirred for 5 hours and the resulting precipitate was filtered and washed with ice-water (50 mL) to give 8-diethylaminomethyl-3,4-dihydro-5-hydroxycarbostyril.

Workup

  1. filtrationthe resulting precipitate was filtered
  2. washwashed with ice-water (50 mL)

Sources & evidence

ORD record
ord-f4e42bf7481d4e76a4d0e785134b435d
Source dataset
uspto-grants-1992_01
Patent number
US05082847

Reaction notes

Loading…