1,8-Octanediamine → HCID 178512155, compound

HRID 1440313Notes

Reaction equation

[CH2:1]([O:8][C:9]([NH:11][C:12](=[NH:16])OCC)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH2:26]>C1(C)C=CC=CC=1>[NH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:26][C:12]([NH:11][C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10])=[NH:16]

Participants

Conditions

Temperature: 6 °C

Procedure

A mixture of N-benzyloxycarbonyl-O-methyl-isourea (II-OMe) (0.42 g, 2.0 mmol) and 1,8-diaminooctane (Ie) (0.72 g, 12 mmol) in toluene (3.5 mL) was stirred at 40° C. for 24 h and at 6° C. for 1 h. The crystals were collected by filtration. The white crystalline product was washed with toluene (3×1 mL) and dried (vacuum, 30°-35° C., 2 h). The yield of N-(8-aminooctyl)-N'-benzyloxycarbonyl guanidine (IIIe) was 0.32 g (50% in theory).

Workup

filtrationThe crystals were collected by filtration
washThe white crystalline product was washed with toluene (3×1 mL)
customdried (vacuum, 30°-35° C., 2 h)

Sources & evidence

ORD record: ord-48486e006f13484ab020c4574686ca9d
Source dataset: uspto-grants-1996_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05498724

Reaction notes

Loading…