Reaction equation
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][CH3:14])[CH:11]=2)[C:6]([C:15]([OH:17])=O)=[CH:5][CH:4]=1.[CH3:18][O:19][C:20](=[O:40])[CH2:21][N:22](C(C1C2C(=CC(OC)=CC=2)C(OC)=CC=1)=S)[CH3:23]>>[CH3:18][O:19][C:20](=[O:40])[CH2:21][N:22]([C:15]([C:6]1[C:7]2[C:12](=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)[C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:17])[CH3:23]Participants
3
Procedure
By following serially the procedures of examples 2 and 3 and using an equivalent amount of 4,6-dimethoxy-1-naphthalenecarboxylic acid of example 61 instead of 5-bromo-1-naphthalenecarboxylic acid; N-[(4,6-dimethoxy-1-naphthalenyl)thioxomethyl]-N-methylglycine methyl ester (I, R1 and R2 =CH3, R3 =4-CH3O, R4 =6-CH3O and R5 =H); mp 105°-107° C.; NMR (CDCl3) δ3.05 (s, 3H), 3.85 (s, 3H), 3.90 (s, 3H), 4.0 (s, 3H), 4.8 (2d, J=20 Hz, 2H), 7.3 (m, 5H); was obtained via N-[(4,6-dimethoxy-1-naphthalenyl)carbonyl]-N-methylglycine methyl ester; NMR (CDCl3) δ2.75 (s, 1H), 3.7 (s, 3H), 3.9 (s, 3H), 4.0 (s, 3H), 4.35 (s, 2H), 7.4 (m, 5H).
Sources & evidence
- ORD record
- ord-8e34b2fa5a44404abbae272303d8a052
- Source dataset
- uspto-grants-1984_03
- Patent number
- US04439617
Linked notes
Loading…