Hydrogen Sulfide → HCID 22638584, compound

HRID 460225Notes

Reaction equation

HRID 460225 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13]#[N:14])=[CH:10][CH:11]=2)[CH:6]=[N:5]1)(=[O:3])[CH3:2].CCN(CC)CC.C1COCC1.[SH2:27]>>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13](=[S:27])[NH2:14])=[CH:10][CH:11]=2)[CH:6]=[N:5]1)(=[O:3])[CH3:2]

Participants

5

Reactant 4

HCID 402Hydrogen SulfideHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 18771997HCID 18771997, compound

Product 1

HCID 22638584HCID 22638584, compound

Conditions

Temperature
0 °C

Procedure

To a solution of 1-acetyl-1H-indazole-5-carbonitrile (1.1 g, 6 mmol), Et3N (2.5 mL, 17.8 mmol) and THF (20 mL) was bubbled in H2S gas over 10 min. Stirred at 0° C. for 24 h. Concentrated in vacuo to give a yellow solid which was triturated with CH2Cl2 and filtered insoluble solid to give 1-acetyl-1H-indazole-5-carbothioic acid amide as a yellow solid. MS m/z: 220.0 (M+H). Calc'd for C10H9N3OS 219.26.

Workup

  1. concentrationConcentrated in vacuo
  2. customto give a yellow solid which
  3. customwas triturated with CH2Cl2
  4. filtrationfiltered insoluble solid

Sources & evidence

ORD record
ord-871ac3c76195455fa575ab434de985f6
Source dataset
uspto-grants-2007_03
Patent number
US07196104B2

Reaction notes

Loading…