N-Methylisatoic anhydride → HCID 21437835, compound
Reaction equation
[CH3:1][N:2]1[C:8](=O)[O:7][C:5](=[O:6])[C:4]2=[CH:10][CH:11]=[CH:12][CH:13]=[C:3]12>C(O)CCCCCCC>[CH3:1][NH:2][C:3]1[C:4](=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:5]([O:7][CH2:8][CH2:5][CH2:4][CH2:3][CH2:13][CH2:12][CH2:11][CH3:10])=[O:6]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 108 °C
Procedure
To 65 g. of 1-octanol heated at 108° C. there was added 53.1 g. of N-methylisatoic anhydride in portions during 3.5 hours and the reaction mixture was further heated at 108° C. for 1.75 hours after addition was completed. The reaction mixture was distilled to remove unreacted octanol and to afford the n-octyl N-methylanthranilate as the liquid distillate fraction, b.p. 160°-168° C. at less than 0.1 mm pressure.
Workup
- additionthere was added 53.1 g
- additionafter addition
- distillationThe reaction mixture was distilled
- customto remove unreacted octanol
Sources & evidence
- ORD record
- ord-2e8486718c6c40aa9b49db4bad145dec
- Source dataset
- uspto-grants-1977_05
- Patent number
- US04021470
Reaction notes
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