2(3H)-Benzoxazolone → (2-oxo-1,3-benzoxazol-3(2H)-yl)acetic acid

HRID 1814175Notes

Reaction equation

HRID 1814175 reaction equation
C[O:2][C:3](=[O:16])[CH2:4][N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)CC[C:6]1=[O:15].[O:17]1C2C=CC=CC=2NC1=O>>[O:17]=[C:6]1[N:5]([CH2:4][C:3]([OH:2])=[O:16])[C:14]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[O:15]1

Participants

3

Reactant 2

HCID 60432(3H)-BenzoxazoloneHCID 21349898Methyl 2-(2-oxo-1,2,3,4-tetrahydroquinolin-1-yl)acetate

Product 1

HCID 737119(2-oxo-1,3-benzoxazol-3(2H)-yl)acetic acidYield 89%

Procedure

Compound 76A was prepared analogously to compound 49A using 3H-benzooxazol-2-one. Yield was 89%. 400 MHz 1H NMR (CDCl3) δ 7.1-7.22 (m, 3H), 6.85 (d, 1H), 4.54 (s, 2H), 3.76 (s, 3H). Step 2. Preparation of (6-Chlorosulfonyl-2-oxo-benzooxazo-3-yl}-acetic acid methyl ester (Compound 76B)

Sources & evidence

ORD record
ord-9e9f082a2b404f1b9906e0e8089181d4
Source dataset
uspto-grants-2005_04
Patent number
US06875780B2

Reaction notes

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