Methyl Isocyanate → HCID 18954837, compound

HRID 2380665Notes

Reaction equation

HRID 2380665 reaction equation
[F:1][C:2]([F:30])([F:29])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]([N:12]2[CH2:16][C:15]3([C:25]([O:27][CH3:28])=[O:26])[CH2:17][O:18][C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=4[CH:14]3[NH:13]2)=[O:11])=[CH:5][CH:4]=1.[CH3:31][N:32]=[C:33]=[O:34]>CCOCC.C(N(CC)CC)C>[CH3:31][NH:32][C:33]([N:13]1[CH:14]2[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=3[O:18][CH2:17][C:15]2([C:25]([O:27][CH3:28])=[O:26])[CH2:16][N:12]1[C:10]([NH:9][C:6]1[CH:7]=[CH:8][C:3]([C:2]([F:1])([F:29])[F:30])=[CH:4][CH:5]=1)=[O:11])=[O:34]

Participants

5

Reactant 2

HCID 12228Methyl IsocyanateHCID 18954842HCID 18954842, compound

Product 1

HCID 18954837HCID 18954837, compoundYield 53%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 3283Diethyl EtherSolvent

Procedure

The product (0.125 g, 0.000296 mol) of Example 6, Step B was dissolved in 5 mL ether and 0.023 g of methyl isocyanate was added and stirred for 30 min. Three drops of triethylamine was added and the reaction was stirred for 18 hours at room temperature. A white precipitate had formed, was filtered, rinsed with ether and dried to afford 0.075 g of a white solid; mp 208°-209° C.

Workup

  1. stirringthe reaction was stirred for 18 hours at room temperature
  2. customA white precipitate had formed
  3. filtrationwas filtered
  4. washrinsed with ether
  5. customdried

Sources & evidence

ORD record
ord-380a666f6d6b4de6b696acdb9015197d
Source dataset
uspto-grants-1994_11
Patent number
US05369121

Reaction notes

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