1,1'-Carbonyldiimidazole → HCID 59323902, compound

HRID 1715181Notes

Reaction equation

HRID 1715181 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH2:18])[S:5][C:6]=1[C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH:17]=[CH:16][CH:15]=[N:14]2)=[CH:9][CH:8]=1.[CH:19]1[N:23]=[CH:22][N:21]([C:24](N2C=NC=C2)=[O:25])[CH:20]=1>C(Cl)Cl>[CH3:1][C:2]1[N:3]=[C:4]([NH:18][C:24]([N:21]2[CH:20]=[CH:19][N:23]=[CH:22]2)=[O:25])[S:5][C:6]=1[C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH:17]=[CH:16][CH:15]=[N:14]2)=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 59323904HCID 59323904, compound

Product 1

HCID 59323902HCID 59323902, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A suspension of 4-methyl-5-(4-pyrazol-1-yl-phenyl)-thiazol-2-ylamine (1.5 g, 5.85 mmol) in dry DCM is treated with CDI (1.1 g, 7.02 mmol) followed by TEA (1.2 ml, 8.77 mmol). The resulting orange suspension is heated to reflux for 3 hours and then allowed to cool to room temperature overnight. The suspension is filtered and washed with DCM to afford the title compound. [MH+ 315.35].

Workup

  1. temperatureThe resulting orange suspension is heated
  2. temperatureto reflux for 3 hours
  3. filtrationThe suspension is filtered
  4. washwashed with DCM

Sources & evidence

ORD record
ord-81a55fb928b341d18aab9c502846081e
Source dataset
uspto-grants-2010_09
Patent number
US07799810B2

Reaction notes

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