N-Acetylanthranilic acid synthesis
- Product Name:N-Acetylanthranilic acid
- CAS Number:89-52-1
- Molecular formula:C9H9NO3
- Molecular Weight:179.17
118-48-9
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Yield:89-52-1 94%
Reaction Conditions:
with hydrogenchloride;acetic anhydride in water
Steps:
25 EXAMPLE 25 SPC5
EXAMPLE 25 SPC5 The isatoic anhydride and acetic anhydride were combined in a three necked, round bottomed flask equipped with a mechanical stirrer, dropping funnel, thermometer, reflux condenser and drying tube. The acetic anhydride was added to the mixture through the dropping funnel over a period of 30 minutes. The reaction was heated to 90°-100° C for 1.5 hours and then cooled to room temperature. The cooled reaction mixture was poured into a kilogram of ice containing 150 ml of concentrated hydrochloric acid. The white solid which precipitated was isolated, washed with 200 ml of water and dried to give 51.5 parts (94% yield) of N-acetylanthranilic acid having m.p. 183°-185° C.
References:
The Sherwin-Williams Company US3989698, 1976, A
95-20-5
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