Isopropyl isocyanate → HCID 45582882, compound

HRID 1615203Notes

Reaction equation

HRID 1615203 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH2:5]2.[CH:12]([N:15]=[C:16]=[O:17])([CH3:14])[CH3:13]>C(OCC)(=O)C>[CH:12]([NH:15][C:16]([NH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH2:5]2)=[O:17])([CH3:14])[CH3:13]

Participants

4

Reactant 2

HCID 61277Isopropyl isocyanateHCID 27732135-Amino-2-oxindole

Product 1

HCID 45582882HCID 45582882, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 5-aminoindolin-2-one (50 mg, 0.34 mmol) in ethyl acetate (1 mL) was added isopropylisocyanate (0.04 mL, 0.4 mmol). The solution was stirred at rt for 16 h and the product was precipitated with ether, filtered and dried to give 46 mg, 58% of a yellow solid. 1H NMR (400 MHz, CD3OD) δ 7.31 (s, 1H), 7.13 (d, J=8.3 Hz, 1H), 6.80 (d, J=8.3 Hz, 1H), 3.90-3.83 (m, 1H), 3.51 (s, 2H), 1.77 (d, J=7.3 Hz, 6H).

Workup

  1. customthe product was precipitated with ether
  2. filtrationfiltered
  3. customdried

Sources & evidence

ORD record
ord-ce146e17ac9445b7a35ce1f362ab2085
Source dataset
uspto-grants-2014_07
Patent number
US08765748B2

Reaction notes

Loading…