Formamide → HCID 135957237, compound

HRID 18116Notes

Reaction equation

HRID 18116 reaction equation
[NH2:1][C:2]1[CH:12]=[CH:11][C:5]2[S:6](=[O:10])(=[O:9])[CH2:7][CH2:8][C:4]=2[C:3]=1[C:13]([OH:15])=O.[CH:16]([NH2:18])=O.O>CN(C)C=O>[O:9]=[S:6]1(=[O:10])[C:5]2=[CH:11][CH:12]=[C:2]3[C:3]([C:13](=[O:15])[NH:18][CH:16]=[N:1]3)=[C:4]2[CH2:8][CH2:7]1

Participants

5

Reactant 3

HCID 713FormamideHCID 962WaterHCID 42878057HCID 42878057, compound

Product 1

HCID 135957237HCID 135957237, compoundYield 48.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.87 g (3.83 mmol) of 5-amino-1,1-dioxo-2,3-dihydro-1H-1λ6-benzo[b]-thiophene-4-carboxylic acid was suspended in 2.0 ml of N,N-dimethyl-formamide and, after addition of 0.76 ml (19.14 mmol) of formamide, reacted in a microwave at 150° C. and 60 W for 40 min. During the reaction, the pressure in the microwave rose to 20 bar. The reaction mixture was then added to water. The precipitated solid was filtered off with suction and washed successively with water and diethyl ether and dried in vacuo overnight. 440 mg of the desired compound were obtained.

Workup

  1. customreacted in a microwave at 150° C.
  2. customDuring the reaction
  3. filtrationThe precipitated solid was filtered off with suction
  4. washwashed successively with water and diethyl ether
  5. customdried in vacuo overnight

Sources & evidence

ORD record
ord-cececc1be3b44a75bbe302f258543598
Source dataset
uspto-grants-2010_06
Patent number
US07741333B2

Reaction notes

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