Hexyl isocyanate → 10,10a-Dihydroimidazo[1,5-b]isoquinoline-1,3(2H,5H)-dione

HRID 1028162Notes

Reaction equation

HRID 1028162 reaction equation
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]([C:11]([O:13]CC)=O)[NH:2]1.[N:16](CCCCCC)=[C:17]=[O:18]>>[C:11]1(=[O:13])[CH:3]2[N:2]([CH2:1][C:10]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[CH2:4]2)[C:17](=[O:18])[NH:16]1

Participants

3

Reactant 2

HCID 75659Hexyl isocyanateHCID 652898Ethyl 1,2,3,4-tetrahydro-3-isoquinolinecarboxylate

Product 1

HCID 1491483210,10a-Dihydroimidazo[1,5-b]isoquinoline-1,3(2H,5H)-dione

Procedure

10,10a-Dihydro-5H-imidazo[1,5-b]isoquinoline-1,3-dione was prepared from ethyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate in analogy to example 23 (yield: 85%) and then 1.48 mmol were reacted as described in example 23 with isocyanatohexane. Yield: 61 mg (12%), M+H+:330.20.

Workup

  1. custom1.48 mmol were reacted

Sources & evidence

ORD record
ord-7205f1180e7744a3a4d6333451739268
Source dataset
uspto-grants-2014_05
Patent number
US08735437B2

Reaction notes

Loading…