Phosphorus oxychloride → HCID 19603702, compound

HRID 1604660Notes

Reaction equation

HRID 1604660 reaction equation
P(Cl)(Cl)(Cl)=O.[C:6]([C:10]1[N:11]=[C:12]([C:15]2[O:16][C:17]3[CH:23]=[CH:22][C:21]([CH2:24][N:25]4[C:33]5[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=5)[CH:27]=[C:26]4[C:34]([NH2:36])=O)=[CH:20][C:18]=3[CH:19]=2)[S:13][CH:14]=1)([CH3:9])([CH3:8])[CH3:7].C(=O)([O-])O.[Na+]>CN(C)C=O>[C:6]([C:10]1[N:11]=[C:12]([C:15]2[O:16][C:17]3[CH:23]=[CH:22][C:21]([CH2:24][N:25]4[C:33]5[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=5)[CH:27]=[C:26]4[C:34]#[N:36])=[CH:20][C:18]=3[CH:19]=2)[S:13][CH:14]=1)([CH3:9])([CH3:7])[CH3:8]

Participants

5

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 19603749HCID 19603749, compound

Product 1

HCID 19603702HCID 19603702, compoundYield 104.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

Phosphorus oxychloride (0.14 ml) was added into N,N-dimethylformamide (0.86 ml) under ice-cooling. After 10 minutes, solution of 1-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]methyl}indole-2-carboxamide (0.43 g) in N,N-dimethylformamide (5 ml) was added to the solution. And then the solution was stirred for several minutes at room temperature and poured into saturated sodium hydrogen carbonate aqueous solution. The resulting precipitates were collected by filtration and washed with water and air-dried to give 4-tert-butyl-2-{5-[(2-cyanoindol-1-yl)methyl]benzofuran-2-yl}thiazol (0.43 g).

Workup

  1. temperaturecooling
  2. customThe resulting precipitates
  3. filtrationwere collected by filtration
  4. washwashed with water
  5. customair-dried

Sources & evidence

ORD record
ord-966e1f569d104cc6bad0f4c5a7621d23
Source dataset
uspto-grants-1999_11
Patent number
US05994378

Reaction notes

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