HCID 5104180, compound → HCID 59857549, compound

HRID 555412Notes

Reaction equation

HRID 555412 reaction equation
[C:1]([C:5]1[CH:18]=[CH:17][CH:16]=[CH:15][C:6]=1[O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH2:14])([CH3:4])([CH3:3])[CH3:2].[C:19](C1NC=CN=1)(C1NC=CN=1)=[S:20]>C(Cl)Cl>[C:1]([C:5]1[CH:18]=[CH:17][CH:16]=[CH:15][C:6]=1[O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N:14]=[C:19]=[S:20])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 5104180HCID 5104180, compoundHCID 11412697Thiocarbonyl diimidazole

Product 1

HCID 59857549HCID 59857549, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 135a (14.48 mg, 0.0600 mmol) in anhydrous DCM (1.0 ml) was added dropwise to a cold solution of thiocarbonyl diimidazole (21.39 mg, 0.1200 mmol) in anhydrous DCM (0.50 ml). The reaction was stirred at 0° C. for 1 h and then warmed to rt with stirring for 2 h. The mixture was concentrated down to afford crude 135b which was taken directly onto the next step without purification.

Workup

  1. temperaturewarmed to rt
  2. stirringwith stirring for 2 h
  3. concentrationThe mixture was concentrated down

Sources & evidence

ORD record
ord-2bff0bfa7b03459092181ae70a01668f
Source dataset
uspto-grants-2011_11
Patent number
US08053450B2

Reaction notes

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