Ammonia → HCID 57991955, compound

HRID 2075310Notes

Reaction equation

HRID 2075310 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][C:14]=1[N+:15]([O-:17])=[O:16])[C:5]([NH:7][NH:8][C:9]([NH2:11])=[S:10])=O.N>S(=O)(=O)(O)O>[F:1][C:2]1[CH:3]=[C:4]([C:5]2[S:10][C:9]([NH2:11])=[N:8][N:7]=2)[CH:12]=[CH:13][C:14]=1[N+:15]([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 57991956HCID 57991956, compound

Product 1

HCID 57991955HCID 57991955, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

1-(3-Fluoro-4-nitrobenzoyl)thiosemicarbazide (6.6 g, 26 mmol) was dissolved in 30 mL concentrated sulfuric acid and stirred at room temperature for 3 hours. The reaction mixture was poured into a mixture of 40 mL 33% aqueous ammonia and 200 mL ice with stirring. The resulting solution was adjusted to pH 8 with an additional amount of the ammonia solution. An orange solid formed during the process. The product was obtained as a yellow solid after filtering, washing with water, and drying in a vacuum for 24 hours at 50° C. LCMS (API-ES) m/z (%): 241.1 (100%, M++H); 1H NMR (400 MHz, DMSO-d6) δ ppm 7.80 (bs, 3H) 7.93 (d, J=12.32 Hz, 1H) 8.22 (t, J=8.12 Hz, 1H).

Workup

  1. stirringwith stirring
  2. customAn orange solid formed during the process
  3. customThe product was obtained as a yellow solid
  4. filtrationafter filtering
  5. washwashing with water
  6. customdrying in a vacuum for 24 hours at 50° C

Sources & evidence

ORD record
ord-0729898d03954e4a9b46780cd2626c67
Source dataset
uspto-grants-2011_04
Patent number
US07919504B2

Reaction notes

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