Ethyl isocyanate → HCID 58203889, compound

HRID 2386049Notes

Reaction equation

HRID 2386049 reaction equation
[CH:1]([N:4]1[C:8]([C:9]2[S:10][C:11]3[CH2:12][CH2:13][O:14][C:15]4[CH:22]=[C:21]([CH2:23][NH2:24])[CH:20]=[CH:19][C:16]=4[C:17]=3[N:18]=2)=[N:7][C:6]([CH3:25])=[N:5]1)([CH3:3])[CH3:2].C(N(CC)CC)C.[N:33]([CH2:36][CH3:37])=[C:34]=[O:35]>O1CCCC1>[CH2:36]([NH:33][C:34]([NH:24][CH2:23][C:21]1[CH:20]=[CH:19][C:16]2[C:17]3[N:18]=[C:9]([C:8]4[N:4]([CH:1]([CH3:3])[CH3:2])[N:5]=[C:6]([CH3:25])[N:7]=4)[S:10][C:11]=3[CH2:12][CH2:13][O:14][C:15]=2[CH:22]=1)=[O:35])[CH3:37]

Participants

5

Reactant 3

HCID 8022Ethyl isocyanateHCID 8471TriethylamineHCID 58204257HCID 58204257, compound

Product 1

HCID 58203889HCID 58203889, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of C-[2-(2-Isopropyl-5-methyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulen-8-yl]-methylamine 532 (0.050 g, 0.00014 mol) in tetrahydrofuran (1.0 mL) was added triethylamine (0.0588 mL, 0.000422 mol) then isocyanatoethane (0.110 mL, 0.00141 mol). The reaction was stirred at room temperature overnight, quenched with a small amount of methanol and concentrated in vacuo. The crude was precipitated from MeOH/H2O to give 525. MS (ESI+) 427.1

Workup

  1. customquenched with a small amount of methanol
  2. concentrationconcentrated in vacuo
  3. customThe crude was precipitated from MeOH/H2O

Sources & evidence

ORD record
ord-e671d8fa1bc4420cbd906003d300200b
Source dataset
uspto-grants-2012_09
Patent number
US08263633B2

Reaction notes

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