Triethylamine → HCID 178497167, compound

HRID 1883888Notes

Reaction equation

HRID 1883888 reaction equation
[NH2:1][CH2:2][C:3]1[CH:30]=[CH:29][C:6]([NH:7]/[C:8](=[C:15]2\[C:16](=[O:28])[NH:17][C:18]3[C:23]\2=[CH:22][CH:21]=[C:20]([C:24]([O:26][CH3:27])=[O:25])[CH:19]=3)/[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.C(N(CC)CC)C.[O-:38][C:39]#[N:40].[K+]>CO.O>[NH:1]([CH2:2][C:3]1[CH:4]=[CH:5][C:6]([NH:7]/[C:8](=[C:15]2\[C:16](=[O:28])[NH:17][C:18]3[C:23]\2=[CH:22][CH:21]=[C:20]([C:24]([O:26][CH3:27])=[O:25])[CH:19]=3)/[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:29][CH:30]=1)[C:39]([NH2:40])=[O:38]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 11378442Potassium cyanateHCID 178497157HCID 178497157, compound

Product 1

HCID 178497167HCID 178497167, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

300 mg of 3-Z-[1-(4-aminomethyl-anilino)-1-phenyl-methylene]-6-methoxycarbonyl-2-indolinone are dissolved in 15 ml of methanol and 200 ml of triethylamine are added. Then 400 mg of potassium cyanate in 5 ml of water are added. After 2 days of stirring at room temperature the reaction solution is concentrated by rotary evaporation, the residue taken up in methylene chloride and washed once with water and once with saturated sodium chloride solution. The organic phase is dried over sodium sulphate and concentrated by rotary evaporation. The residue is dried in vacuo at 100° C.

Workup

  1. concentrationis concentrated by rotary evaporation
  2. washwashed once with water and once with saturated sodium chloride solution
  3. dry with materialThe organic phase is dried over sodium sulphate
  4. concentrationconcentrated by rotary evaporation
  5. customThe residue is dried in vacuo at 100° C.

Sources & evidence

ORD record
ord-ba76ec582a824e71af2c781c57563965
Source dataset
uspto-grants-2004_07
Patent number
US06762180B1

Reaction notes

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