Triethylamine → 7-methoxy-4H-1,2,4-benzothiadiazine 1,1-dioxide

HRID 855504Notes

Reaction equation

HRID 855504 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[S:10]([NH2:13])(=[O:12])=[O:11].Cl.[CH:15](N)=N.C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH3:9][O:8][C:5]1[CH:6]=[CH:7][C:2]2[NH:1][CH:15]=[N:13][S:10](=[O:11])(=[O:12])[C:3]=2[CH:4]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10313058Methanimidamide, hydrochloride (1:1)HCID 112526652-Amino-5-methoxybenzenesulfonamide

Product 1

HCID 574238877-methoxy-4H-1,2,4-benzothiadiazine 1,1-dioxide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

There is stirred for 1 night at 80° C. a suspension of 3.0 g of 2-amino-5-methoxybenzene-sulphonamide in the presence of 1.31 g of formamidine hydrochloride and 2.27 ml of triethylamine in 50 ml of toluene. The toluene is evaporated off in vacuo. The residue is taken up in water and the precipitate is filtered off.

Workup

  1. customThe toluene is evaporated off in vacuo
  2. filtrationthe precipitate is filtered off

Sources & evidence

ORD record
ord-4010f2f35f384bf2903d5735616940d8
Source dataset
uspto-grants-2007_08
Patent number
US07262189B2

Reaction notes

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