Water ethanol → 4-methyl-1-oxo-1H-2-benzothiopyran-3-carboxylic acid

HRID 1283604Notes

Reaction equation

[C:1]([C:4]1[CH:18]=[CH:17][CH:16]=[CH:15][C:5]=1[C:6](=[C:8]1[S:12]C(=S)N[C:9]1=[O:14])[CH3:7])([OH:3])=O.C([OH:21])C.O>>[CH3:7][C:6]1[C:5]2[C:4](=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:1](=[O:3])[S:12][C:8]=1[C:9]([OH:21])=[O:14]

Participants

Reactant 2

HCID 19096565Water ethanol

HCID 737934855-(2-Carboxy-alpha-methylbenzylidene)rhodanine

Product 1

HCID 214236814-methyl-1-oxo-1H-2-benzothiopyran-3-carboxylic acid

Procedure

4-Methyl-2-thiaisocoumarin-3-carboxylic acid mp. (EtOH-H2O) 250.5°-251.5° (lit mp. 243°-5°), (Found: C, 60.40; H, 3.98; S, 14.80 C11H8SO3 requires C, 59.99; H, 3.66; S, 14.56) was prepared from 5-(o-carboxy-α-methylbenzylidene) rhodanine by an analogous procedure to that described in Example 12.

Sources & evidence

ORD record: ord-59a79f994c1e44f3a034a5fd588a482d
Source dataset: uspto-grants-1976_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03975535

Reaction notes

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