Ethyl isocyanate → HCID 135875702, compound

HRID 1772183Notes

Reaction equation

HRID 1772183 reaction equation
[CH3:1][N:2]1[C:6]([NH2:7])=[C:5]([C:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]=2)[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:3]1.C(N=[C:23]=[O:24])C>N1C=CC=CC=1>[C:14]1([C:4]2[C:5]3[C:8]4[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=4[C:23](=[O:24])[NH:7][C:6]=3[N:2]([CH3:1])[N:3]=2)[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 8022Ethyl isocyanateHCID 13352198HCID 13352198, compound

Product 1

HCID 135875702HCID 135875702, compoundYield 72.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The compound of Example 3A (2 g, 8 mmol) and ethyl isocyanate (1.67 g, 24 mmol) were dissolved in pyridine (30 mL) at room temperature. The mixture was warmed, refluxed and stirred overnight. The reaction was stopped. The solvent was rotary-evaporated. A small amount of ethanol was added. A large amount of solids were precipitated. The solids were filtered in vacuo. The solvent was rotary-evaporated. The residue was purified by column chromatography to give 1.618 g of the pure title compound. MS (ESI): m/z 280 (M+H)+

Workup

  1. temperatureThe mixture was warmed
  2. temperaturerefluxed
  3. customThe solvent was rotary-evaporated
  4. additionA small amount of ethanol was added
  5. customA large amount of solids were precipitated
  6. filtrationThe solids were filtered in vacuo
  7. customThe solvent was rotary-evaporated
  8. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-8c1c4bbd2729491fa0b0fa0d264ef106
Source dataset
uspto-grants-2016_02
Patent number
US09249172B2

Reaction notes

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