HCID 20267116, compound → HCID 54712694, compound

HRID 1719507Notes

Reaction equation

HRID 1719507 reaction equation
[OH:1][C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5](=[O:13])(=[O:12])[N:4]([CH3:14])[C:3]=1[C:15]([O:17]C)=O.[NH2:19][C:20]1[C:21](=[O:29])[CH:22]=[CH:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=1>C1(C)C(C)=CC=CC=1>[OH:1][C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5](=[O:12])(=[O:13])[N:4]([CH3:14])[C:3]=1[C:15]([NH:19][C:20]1[C:21](=[O:29])[CH:22]=[CH:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=1)=[O:17]

Participants

4

Reactant 2

HCID 20267116HCID 20267116, compoundHCID 54676532methyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

Product 1

HCID 54712694HCID 54712694, compoundYield 87.6%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of methyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide (0.36 g) and 2-amino-5-methoxy-2,4,6-cycloheptatrien-1-one (0.20 g) in xylene (9 ml) was refluxed for 40 hours. The reaction mixture was cooled to room temperature. The crystals were collected by filtration and washed with xylene to give 4-hydroxy-N-(5-methoxy-1-oxo-2,4,6-cycloheptatrien-2-yl)-2-methyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide (0.45 g).

Workup

  1. temperaturewas refluxed for 40 hours
  2. filtrationThe crystals were collected by filtration
  3. washwashed with xylene

Sources & evidence

ORD record
ord-0e9c630e318a418ebde8a3f24a9b2402
Source dataset
uspto-grants-1985_09
Patent number
US04540692

Reaction notes

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