Sulfur → HCID 22727488, compound

HRID 2085931Notes

Reaction equation

HRID 2085931 reaction equation
[S].[NH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][C:10](=S)[NH:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18]>C(O)C>[N:9]1[C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[NH:2][C:10]=1[NH:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18]

Participants

4

Reactant 2

HCID 5362487SulfurHCID 21955536HCID 21955536, compound

Product 1

HCID 22727488HCID 22727488, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
52.5 °C

Procedure

1.79 g (8.28 mmol) of yellow mercuric oxide and 27 mg of flowers of sulfur were added to 1.4 g (4.14 mmol) of 3-(2-aminophenyl)-1-(4-tert-butyloxycarbonylaminobutyl)thiourea (Example 23b) in 30 ml of ethanol and the reaction mixture was heated at 50-55° C. for 3 h. The solid was filtered off with suction and washed with ethanol. The filtrate was concentrated and the product was chromatographed through silica gel (DCM:methanol 9:5, then 9:1). Yield: 43%. MS (ES+): m/e=305.2 ( (M+H)+, 100%).

Workup

  1. filtrationThe solid was filtered off with suction
  2. washwashed with ethanol
  3. concentrationThe filtrate was concentrated
  4. customthe product was chromatographed through silica gel (DCM:methanol 9:5

Sources & evidence

ORD record
ord-489e5097f1eb42a2af02c58dd265163e
Source dataset
uspto-grants-2004_04
Patent number
US06723727B1

Reaction notes

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