Methyl Anthranilate → HCID 19013331, compound

HRID 1729030Notes

Reaction equation

HRID 1729030 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=O.[CH:12]1([C:15](=[N:17]O)[NH2:16])[CH2:14][CH2:13]1>C(O)C>[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]1[O:6][N:17]=[C:15]([CH:12]2[CH2:14][CH2:13]2)[N:16]=1

Participants

4

Reactant 2

HCID 8635Methyl AnthranilateHCID 2794666N'-Hydroxycyclopropanecarboximidamide

Product 1

HCID 19013331HCID 19013331, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 2-amino-benzoate (6 g, 40 mmol) and cyclopropylcarboxamid oxime (5 g, 50 mmol) was refluxed for 10 h in dry ethanol containing 0.25 g sodium and 2 g molecular sieves. The mixture was filtered while hot, and cooled precipitating 2.8 g of the desired product as white needles. Upon additionof water to the flitrate, a further amount of 3.2 g white crystals could beisolated. M.p. 84.4°-84.9° C.

Workup

  1. filtrationThe mixture was filtered while hot, and
  2. temperaturecooled
  3. customprecipitating 2.8 g of the desired product as white needles

Sources & evidence

ORD record
ord-1cb11672e8cb4b44ba0b3bd594ee5138
Source dataset
uspto-grants-1994_07
Patent number
US05330990

Reaction notes

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