HCID 10664723, compound → HCID 54684950, compound

HRID 2164104Notes

Reaction equation

HRID 2164104 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]2[N:8]([CH3:12])[C:7]3[C:13](=[O:23])[N:14]([CH2:18][C:19]([O:21][CH3:22])=[O:20])[S:15](=[O:17])(=[O:16])[C:6]=3[C:5]=2[CH:4]=1.C[O-].[Na+]>C1(C)C=CC=CC=1.C(O)(C)(C)C>[OH:23][C:13]1[C:7]2[N:8]([CH3:12])[C:9]3[CH:10]=[CH:11][C:3]([O:2][CH3:1])=[CH:4][C:5]=3[C:6]=2[S:15](=[O:17])(=[O:16])[NH:14][C:18]=1[C:19]([O:21][CH3:22])=[O:20]

Participants

4

Reactant 2

HCID 10664723HCID 10664723, compoundHCID 10942334Sodium Methoxide

Product 1

HCID 54684950HCID 54684950, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 22595558Toluene tert-butyl alcoholSolvent

Procedure

35.1 gm (0.104 mol) of methyl 3,4-dihydro-7-methoxy-4-methyl-3-oxo-2H-isothiazolo[4,5-b]indole-2-acetate 1,1-dioxide were reacted analogous to Example 18(e) with sodium methylate in toluene/tert. butanol to form 20.6 gm (59% of theory) of methyl 2,5-dihydro-4-hydroxy-8-methoxy-5-methyl-1,2-thiazino[5,6-b]indole-3-carboxylate 1,1-dioxide; M.p.: 225°-226° C.

Sources & evidence

ORD record
ord-5fc9cd3b7cf74b5cb9bc78809e744719
Source dataset
uspto-grants-1979_01
Patent number
US04137313

Reaction notes

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