4-Hydroxy-3-methoxy-5-methylbenzonitrile → HCID 178492424, compound

HRID 1685716Notes

Reaction equation

HRID 1685716 reaction equation
[CH3:1][C:2]1([CH3:21])[O:6][CH:5]([CH2:7][O:8][C:9]2[C:18](C)=[CH:17][C:12]([C:13]([NH:15][OH:16])=[NH:14])=[CH:11][C:10]=2[CH3:20])[CH2:4][O:3]1.[OH:22][C:23]1C(C)=CC(C#N)=CC=1OC>>[CH3:21][C:2]1([CH3:1])[O:6][C@H:5]([CH2:7][O:8][C:9]2[C:10]([CH3:20])=[CH:11][C:12]([C:13]([NH:15][OH:16])=[NH:14])=[CH:17][C:18]=2[O:22][CH3:23])[CH2:4][O:3]1

Participants

3

Reactant 2

HCID 190383184-Hydroxy-3-methoxy-5-methylbenzonitrileHCID 178426655HCID 178426655, compound

Product 1

HCID 178492424HCID 178492424, compound

Procedure

The title compound is obtained as a beige oil (1.16 g) in analogy to rac-4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-N-hydroxy-3,5-dimethyl-benzamidine starting from 4-hydroxy-3-methoxy-5-methyl-benzonitrile and L-alpha-beta-isopropyliden glycerol; LC-MS: tR=0.65 min, [M+H]+=311.0.

Sources & evidence

ORD record
ord-28f36a97cdcf4828ab30ec3cab0508f1
Source dataset
uspto-grants-2012_04
Patent number
US08148410B2

Reaction notes

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