N-(hydroxymethyl)phthalimide → Succinimide, N-((dimethylamino)methyl)-
Reaction equation
O[CH2:2][NH:3][C:4](=O)C1C=CC=CC=1.OCNC(=O)C1C=CC=NC=1.O[CH2:24][N:25]1[C:29](=[O:30])[C:28]2=CC=CC=[C:27]2[C:26]1=[O:35].OCN1CC(=O)NC1=O.OCN1C(=O)CCC1=O>>[CH3:2][N:3]([CH2:24][N:25]1[C:29](=[O:30])[CH2:28][CH2:27][C:26]1=[O:35])[CH3:4]Participants
6
Procedure
Materials: N-(hydroxymetyl)-benzamide (Hellman, H, Angew. Chem. 69 (1957), 470), N-(hydroxymethyl)-nicotinamide (Chechelska, B. & Urbanski, T., Roczniki Chem. 27, 396-409), N-(hydroxymethyl)-phthalimide (Buch, S. R., J. Am. Chem. Soc. 69 (1947) 254- ), N-(hydroxymethyl)-hydantoin (Konishiroku Photo Industr. Co. Ltd. Japan 6882 ('58) Aug. 20, Chemical Abstracts 54, 135h), N-hydroxymethyl succinimide (Vail, S. L. & Pierce, A. G., J. Org. Chem. 37 (1972) 393-), and the Mannich bases N-dimethylaminomethyl nicotinamide (Singh, G. et al., Indian J. Pharm. 30 (1968) 231-3) and N-dimethylaminomethyl succinimide (Boehme, H. et al., Ann. Chem. 664 (1963) 130-40) were produced in a known manner.
Sources & evidence
- ORD record
- ord-d3bf2fab1aec416a9960808bff338b4c
- Source dataset
- uspto-grants-1993_01
- Patent number
- US05182081
Reaction notes
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