tert-butyl 2-(3-(4-methylbenzenesulfonyl)thioureido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

Base Information

• Chemical Name: tert-butyl 2-(3-(4-methylbenzenesulfonyl)thioureido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
• CAS No.: 1452776-82-7
• Molecular Formula: C₂₁H₂₆N₂O₄S₃
• Molecular Weight: 466.646

Synonyms:tert-butyl 2-(3-(4-methylbenzenesulfonyl)thioureido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

Chemical Property of tert-butyl 2-(3-(4-methylbenzenesulfonyl)thioureido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

Chemical Property:

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Technology Process of tert-butyl 2-(3-(4-methylbenzenesulfonyl)thioureido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

There total 2 articles about tert-butyl 2-(3-(4-methylbenzenesulfonyl)thioureido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

toluene-4-sulfonamide (70-55-3) + tert-butyl 2-isothiocyanato-4,5,6,7-tetrahydrobenzo[b]-thiophene-3-carboxylate (207743-78-0) → tert-butyl 2-(3-(4-methylbenzenesulfonyl)thioureido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate (1452776-82-7)

Guidance literature:

With potassium carbonate; In acetone; for 20h; Reflux;

DOI:10.1021/jo4010876

Reference yield:

2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid tert-butyl ester (92932-02-0) → tert-butyl 2-(3-(4-methylbenzenesulfonyl)thioureido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate (1452776-82-7)

Guidance literature:

Multi-step reaction with 2 steps

1: calcium carbonate / water; dichloromethane / 0.67 h / 0 °C

2: potassium carbonate / acetone / 20 h / Reflux

With potassium carbonate; calcium carbonate; In dichloromethane; water; acetone;

DOI:10.1021/jo4010876

Reference yield: 91.0%

tert-butyl 2-(3-(4-methylbenzenesulfonyl)thioureido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate (1452776-82-7) + methyl iodide (74-88-4) → (Z)-tert-butyl 2-((4-methylbenzenesulfonamido)(methylsulfanyl)-methyleneamino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate (1452849-71-6)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 20 ℃; for 2h;

DOI:10.1021/jo4010876

upstream raw materials:

2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid tert-butyl ester

toluene-4-sulfonamide

tert-butyl 2-isothiocyanato-4,5,6,7-tetrahydrobenzo[b]-thiophene-3-carboxylate

Downstream raw materials:

2-(methylsulfanyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]-pyrimidin-4-yl 4-Methylbenzenesulfonate

(Z)-2-((4-methylbenzenesulfonamido)(methylsulfanyl)-methyleneamino)-4,5,6,7-tetra-hydrobenzo[b]thiophene-3-carboxylic acid

(Z)-2-((4-methylbenzenesulfonamido)(benzylsulfanyl)-methyleneamino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid

3-(4-methylbenzenesulfonyl)-2-(methylsulfanyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-one

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