Methyl Isocyanate → HCID 23190221, compound

HRID 440293

Reaction equation

HRID 440293 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:14]3[CH:15]=[C:16]4[O:21][CH2:20][O:19][C:17]4=[CH:18][C:13]=3[CH2:12][CH:11]([CH3:22])[N:10]([C:23](=[O:25])[CH3:24])[N:9]=2)=[CH:4][CH:3]=1.[H-].[Ca+2].[H-].[CH3:29][N:30]=[C:31]=[O:32]>C1C=CC=CC=1>[C:23]([N:10]1[CH:11]([CH3:22])[CH2:12][C:13]2[CH:18]=[C:17]3[O:19][CH2:20][O:21][C:16]3=[CH:15][C:14]=2[C:8]([C:5]2[CH:6]=[CH:7][C:2]([NH:1][C:31]([NH:30][CH3:29])=[O:32])=[CH:3][CH:4]=2)=[N:9]1)(=[O:25])[CH3:24]

Participants

5

Reactant 3

HCID 12228Methyl IsocyanateHCID 126756Gyki-53405HCID 3033859Calcium hydride

Product 1

HCID 23190221HCID 23190221, compoundYield 82.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
50 °C

Procedure

0.70 g (2 mmol) of the product of Example 15 was dissolved in benzene dehydrated over calcium hydride, 0.3 ml (5 mmol) of methyl isocyanate was added and the reaction mixture was stirred at 50° C. for 4 hours. The crystals formed after coling were filtered, washed with 3×3 ml of benzene, then triturated with 20 ml of hot benzene. The hot mixture was filtered, the precipitate was washed with 3×3 ml of benzene and dried to give 0.65 g (79.6%) of the aimed product, m.p.: 168°-170° C. (decomp.).

Workup

  1. additionwas added
  2. customThe crystals formed
  3. filtrationafter coling were filtered
  4. washwashed with 3×3 ml of benzene
  5. customtriturated with 20 ml of hot benzene
  6. filtrationThe hot mixture was filtered
  7. washthe precipitate was washed with 3×3 ml of benzene
  8. customdried

Sources & evidence

ORD record
ord-b328d1cb071b4b6d8536b28243674b35
Source dataset
uspto-grants-1996_05
Patent number
US05519019

Linked notes

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