Formamide → HCID 68468977, compound

HRID 394757Notes

Reaction equation

HRID 394757 reaction equation
[NH2:1][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([N+:11]([O-:13])=[O:12])[C:5]=2[S:4][C:3]=1[C:14](OC)=O.C(O)(=O)C.[CH:22]([NH2:24])=N.C(N)=[O:26]>>[N+:11]([C:10]1[C:5]2[S:4](=[O:26])[C:3]3[CH:14]=[N:24][CH:22]=[N:1][C:2]=3[C:6]=2[CH:7]=[CH:8][CH:9]=1)([O-:13])=[O:12]

Participants

4

Reactant 3

HCID 713FormamideHCID 160693Formamidine acetateHCID 12695141HCID 12695141, compound

Product 1

HCID 68468977HCID 68468977, compound

Conditions

Temperature
25 °C

Procedure

A mixture of methyl 3-amino-7-nitrobenzothiophene-2-carboxylate (242 mg, 0.96 mmol) and formamidine acetate (0.51 g, 4.9 mmol) was heated up to 185° C. when 1.5 mL formamide was added to the reaction. After 1 hour at 185° C., the reaction was cooled to 25° C. The solid was collected and washed with water then dried. 6-Nitrobenzothieno [3,2-d]pyrimidone was isolated as a yellow solid (161.5 mg, 68%).

Workup

  1. additionwas added to the reaction
  2. customThe solid was collected
  3. washwashed with water
  4. customthen dried

Sources & evidence

ORD record
ord-bba90681f2d84851ad02a7d9ff541432
Source dataset
uspto-grants-2003_08
Patent number
US06602863B1

Reaction notes

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