3-[3-(1,3-Dioxolan-2-yl)phenoxy]propanamine → HCID 178486227, compound

HRID 325681Notes

Reaction equation

HRID 325681 reaction equation
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:7]=[C:8]([CH:14]=[CH:15][CH:16]=1)[O:9][CH2:10][CH2:11][CH2:12][NH2:13].CS[C:19]([N:23]([CH3:32])[N:24]=[CH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[N:20][C:21]#[N:22]>>[C:21]([N:20]=[C:19]([N:23]([CH3:32])[N:24]=[CH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[NH:13][CH2:12][CH2:11][CH2:10][O:9][C:8]1[CH:14]=[CH:15][CH:16]=[C:6]([CH:2]2[O:3][CH2:4][CH2:5][O:1]2)[CH:7]=1)#[N:22]

Participants

3

Reactant 2

HCID 127974473-[3-(1,3-Dioxolan-2-yl)phenoxy]propanamineHCID 54323404methyl N-cyano-1-methyl-2-(phenylmethylene)-hydrazinecarboximidothioate

Product 1

HCID 178486227HCID 178486227, compound

Procedure

3-[3-(1,3-Dioxolan-2-yl)phenoxy]propanamine (8.92 g) and N-cyano-1-methyl-2-(phenylmethylene) hydrazinecarboximidothioic acid methyl ester (9.28 g) were heated under water-pump vacuum at 80° for 4 h to yield the title compound, a pale yellow glass (16.03 g). TLC silica; ethyl acetate:cyclohexane 1:1; Rf 0.2 NMR (CDCl3) 2.3-2.2 m (10H); 4.36 s (1H), 5.8-6.1 m (8H); 6.55 s (3H); 7.83 m (2H).

Sources & evidence

ORD record
ord-2a3bdcab66664d0cbb6392ad2422a465
Source dataset
uspto-grants-1984_04
Patent number
US04442110

Reaction notes

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