Methyl 6-oxohexanoate → HCID 10013027, compound

HRID 654122Notes

Reaction equation

HRID 654122 reaction equation
Cl.[NH2:2][CH2:3][C:4]([NH2:6])=[O:5].O=[CH:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14]>>[O:5]=[C:4]1[CH2:3][NH:2][CH:8]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])[NH:6]1

Participants

3

Reactant 2

HCID 81164Methyl 6-oxohexanoateHCID 2723639Glycinamide hydrochloride

Product 1

HCID 10013027HCID 10013027, compound

Procedure

Glycinamide hydrochloride (6.73 g, 0.061 mol) and methyl 6-oxohexanoate (8.8 ml, 0.061 mol) were reacted together according to the procedure of example 2, to give 0.93 (7.6%) of the title compound, m.p. 58°-60° C. (with decomposition). NMR (DMSO-d6): deltaH =8.10 (b.s., 1H, CONH); 4.50-4.15 (c.a., 1H, NHCHNH); 3.55 (s, 3H, COOCH3); 3.20 (b.s., 1H, CH2NHCH); 3.05 (s, 2H, NHCH2CO); 2.45-2.10 (c.a., 2H, CH2COO); 1.80-1.10 (c.a., 6H, CH2CH2CH2CH2COO). MS (E.I., 70 eV, 1.5 mA) m/z=200 (M+), 169 (M--OCH3)+, 85 (C3H5N2O)+.

Sources & evidence

ORD record
ord-6c1145936c5f4fe78eab4340ef446d5e
Source dataset
uspto-grants-1992_07
Patent number
US05130319

Reaction notes

Loading…