Dicyclohexylcarbodiimide → HCID 178419981, compound

HRID 2118666Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1.[CH:21]1([N:27]=[C:28]=[N:29][CH:30]2[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1>>[CH:30]1([NH:29][C:28]([NH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=[CH:13][CH:12]=2)=[N:27][CH:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]1

Participants

Reactant 2

HCID 10868Dicyclohexylcarbodiimide

HCID 135205411-Amino-8-(1-naphthyloxy)octane

Product 1

HCID 178419981HCID 178419981, compound

Conditions

Temperature: 120 °C

Procedure

700 Milligrams (mg) of 1-amino-8-(1-naphthyloxy)octane and 505 mg of dicyclohexylcarbodiimide were mixed well and heated to 120° C. for 1 hour. The crude product was chromatographically separated on a silica gel column eluting with a mobile phase of 25 parts 2-propanol to 1 part water to 1 part acetic acid affording 1,2-dicyclohexyl-3-[8-(1-naphthyloxy)octyl]guanidine as a gum.

Workup

customThe crude product was chromatographically separated on a silica gel column
washeluting with a mobile phase of 25 parts 2-propanol to 1 part water to 1 part acetic acid

Sources & evidence

ORD record: ord-186c2b52b6974bdbbfc34c90e03e5dcf
Source dataset: uspto-grants-1987_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04680300

Reaction notes

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