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Sulfonamide

techkasamba
in Organic Chemistry

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I am a trainee in a company which is producing 2-chloro-4-amino sulfonamide.

 

They start with meta chloro aniline & did chlorosulfonation with CSA (chlorosulfonic acid) followed by SOCl2 (Sulfonyl chloride) & then amination using ammonia.

 

When I referred Vogel, I found that

 

R-H + ClSO3H = R-HSO3 + HCl

R-H + 2 ClSO3H = R-SO2Cl + HCl + H2SO4

 

Where R - is aromatic benzene ring.

 

Since Company is already using 8 times of theoretical value why they are using sulfonyl chloride.

 

The product is formed like this

 

R1-SO2Cl + NH3 = R1-SO2NH2 +HCl

 

Where R1 - is meta chloro aniline radical kind of structure.

 

Can anyone help me.

Can I use any other starting material for this product

You already asked this on sciencemadness.org and had it answered.

 

SOCl2 is thionyl chloride.

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