Thiourea → HCID 9937739, compound

HRID 2298239Notes

Reaction equation

HRID 2298239 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][N:5]1[C:13]2[C:8](=[CH:9][C:10]([F:14])=[CH:11][CH:12]=2)[C:7]([N:15]2[C:19]([C:20]3[C:28]4[C:23](=[CH:24][CH:25]=[C:26]([F:29])[CH:27]=4)[N:22]([CH3:30])[CH:21]=3)=[N:18][NH:17][C:16]2=[O:31])=[CH:6]1.[NH2:32][C:33]([NH2:35])=[S:34]>C(O)C>[BrH:1].[F:14][C:10]1[CH:9]=[C:8]2[C:13](=[CH:12][CH:11]=1)[N:5]([CH2:4][CH2:3][CH2:2][S:34][C:33](=[NH:32])[NH2:35])[CH:6]=[C:7]2[N:15]1[C:16](=[O:31])[NH:17][N:18]=[C:19]1[C:20]1[C:28]2[C:23](=[CH:24][CH:25]=[C:26]([F:29])[CH:27]=2)[N:22]([CH3:30])[CH:21]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 18385099HCID 18385099, compound

Product 1

HCID 9937739HCID 9937739, compoundYield 83.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
75 °C

Procedure

In a vial was added the compound obtained in Example 18 (0.064 g, 0.13 mmol), thiourea (0.030 g, 0.39 mmol) and ethanol (99.5%, 1.5 mL). The vial was sealed and heated with stirring at 75° C. for 4 hours. The solvent was evaporated and the residue was purified on silica (dichloromethane-methanol, 95:5 to 90:10), giving 0.061 g (82%) of the title compound as a white solid.

Workup

  1. customThe vial was sealed
  2. temperatureheated
  3. customThe solvent was evaporated
  4. customthe residue was purified on silica (dichloromethane-methanol, 95:5 to 90:10)

Sources & evidence

ORD record
ord-16000ad3b7fc4cdc97ea4a368e9319ba
Source dataset
uspto-grants-2002_12
Patent number
US06492406B1

Reaction notes

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