Methyl Isocyanate → HCID 54370936, compound

HRID 361621Notes

Reaction equation

HRID 361621 reaction equation
[NH2:1][C:2]1[C:10]2[C:5](=[C:6]([CH3:12])[CH:7]=[CH:8][C:9]=2[CH3:11])[NH:4][C:3]=1[C:13]([O:15][CH3:16])=[O:14].[CH3:17][N:18]=[C:19]=[O:20]>N1C=CC=CC=1.C1COCC1>[CH3:11][C:9]1[CH:8]=[CH:7][C:6]([CH3:12])=[C:5]2[C:10]=1[C:2]([NH:1][C:19]([NH:18][CH3:17])=[O:20])=[C:3]([C:13]([O:15][CH3:16])=[O:14])[NH:4]2

Participants

5

Reactant 2

HCID 12228Methyl IsocyanateHCID 53903724HCID 53903724, compound

Product 1

HCID 54370936HCID 54370936, compoundYield 24%

Reagents, catalysts & solvents 2

HCID 1049PyridineCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 0.6 g (2.75 mmol) of methyl 3-amino-4,7-dimethylindole-2-carboxylate, one drop of pyridine and 15 ml of anhydrous THF was prepared and 5.0 ml of methyl isocyanate was added dropwise at 0° C. The reaction mixture was stirred at room temperature for 2.5 hours. The crystals precipitated were separated by filtration, washed with ethyl acetate and air-dried to provide 180 mg of white crystals. Yield: 24%

Workup

  1. customwas prepared
  2. customThe crystals precipitated
  3. customwere separated by filtration
  4. washwashed with ethyl acetate
  5. customair-dried

Sources & evidence

ORD record
ord-f5a9c523169f43b68782556593d790a9
Source dataset
uspto-grants-1999_02
Patent number
US05866594

Reaction notes

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