Methyl n,n'-diphenylcarbamimidothioate → HCID 178420495, compound

HRID 2118667Notes

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[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=1.[C:21]1([NH:27][C:28](=[N:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)SC)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[C:32]1([NH:31][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[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=2)=[N:27][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1

Participants

Reactant 2

HCID 221767Methyl n,n'-diphenylcarbamimidothioate

HCID 135205671-Amino-8(2-naphthyloxy)octane

Product 1

HCID 178420495HCID 178420495, compound

Procedure

4.0 g of 1-amino-8(2-naphthyloxy)octane and 3.6 g of 1,3-diphenyl-S-methylisothiourea were heated to 110° C. under a nitrogen atmosphere for 3 hours. The crude product was chromatographically separated from the reaction mixture on a silica gel column with the mobile phase being methylene chloride:methanol:ammonium hydroxide 100:12:1.2 thereby isolating the 1,2-diphenyl-3-[8-(2-naphthyloxy)octyl]guanidine which was converted to the hydrochloride (mp 124°-126°) using the procedure of Example IV.

Workup

customThe crude product was chromatographically separated from the reaction mixture on a silica gel column with the mobile phase

Sources & evidence

ORD record: ord-6ee7033930f24e85bdfcb7fdd8fcfbcd
Source dataset: uspto-grants-1987_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04680300

Reaction notes

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