Methylamine → o-Hydroxyphenyl methylcarbamate
Reaction equation
[C:1]([O:4][C:5]1[C:6](=[CH:8][CH:9]=[CH:10][CH:11]=1)[OH:7])(=O)[OH:2].[CH3:12][NH2:13]>>[CH3:12][NH:13][C:1]([O:4][C:5]1[C:6](=[CH:8][CH:9]=[CH:10][CH:11]=1)[OH:7])=[O:2]Participants
3
Procedure
In fact, the reaction of pyrocatechol carbonate with methylamine in the presence of not less than 1 mol equivalent of the abovementioned secondary amines gives pyrocatechol monomethylcarbamate in a yield of 98-99%. The subsequent reaction of the reaction mixture with 1,2-dichloroethyl methyl ether in turn takes place with a yield of above 90%. Compared with the reaction with tertiary amines, the conversion takes place substantially more rapidly (on the bas-is of experience, from eight to ten times faster) and with better selectivity, and consequently a purer and more stable end product is obtained.
Sources & evidence
- ORD record
- ord-f565a8cc4a7b4e75acdcdf4d7a683b3f
- Source dataset
- uspto-grants-1988_11
- Patent number
- US04788324
Reaction notes
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