(Z)-9-(aminomethyl)-2,5-dihydrobenzo[b][1,4]dioxocine-8-carbonitrile → HCID 178508268, compound

HRID 1186036Notes

Reaction equation

HRID 1186036 reaction equation
[NH2:1][CH2:2][C:3]1[C:4]([C:15]#[N:16])=[CH:5][C:6]2[O:13][CH2:12][CH:11]=[CH:10][CH2:9][O:8][C:7]=2[CH:14]=1>CO>[O:8]1[C:7]2=[CH:14][C:3]3[CH2:2][NH:1][C:15](=[NH:16])[C:4]=3[CH:5]=[C:6]2[O:13][CH2:12][CH:11]=[CH:10][CH2:9]1

Participants

3

Reactant 1

HCID 58245722(Z)-9-(aminomethyl)-2,5-dihydrobenzo[b][1,4]dioxocine-8-carbonitrile

Product 1

HCID 178508268HCID 178508268, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

The residue prepared in STEP B above (0.174 g, 0.80 mmol) was dissolved in dry methanol (30 ml) and heated to 40° C. for 2 h. The resulting mixture was concentrated in vacuo to yield (Z)-9,10-dihydro-2H-[1,4]dioxocino[2,3-f]isoindol-8(5H)-imine as a residue. 1H NMR (CD3OD): δ 7.39 (s, 1H), 7.07 (s, 1H), 5.93-5.90 (m, 2H), 5.01 (d, 2H), 4.42 (s, 2H), 3.34 m, 2H).

Workup

  1. concentrationThe resulting mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-f3c3da1b89b74a15a1179100eb8f45b5
Source dataset
uspto-grants-2014_03
Patent number
US08673890B2

Reaction notes

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