Thiocarbonyl diimidazole → HCID 59857425, compound

HRID 555407Notes

Reaction equation

HRID 555407 reaction equation
[F:1][C:2]([F:19])([F:18])[O:3][C:4]1[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=1[O:6][C:7]1[C:12]([NH2:13])=[CH:11][CH:10]=[CH:9][N:8]=1.[C:20](C1NC=CN=1)(C1NC=CN=1)=[S:21]>C(Cl)Cl>[N:13]([C:12]1[C:7]([O:6][C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]=2[O:3][C:2]([F:1])([F:18])[F:19])=[N:8][CH:9]=[CH:10][CH:11]=1)=[C:20]=[S:21]

Participants

4

Reactant 2

HCID 11412697Thiocarbonyl diimidazoleHCID 59857428HCID 59857428, compound

Product 1

HCID 59857425HCID 59857425, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 133a (16.21 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 133b 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-3545f71e77484a7386e721fcf1fd17b4
Source dataset
uspto-grants-2011_11
Patent number
US08053450B2

Reaction notes

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