Salicylaldehyde → HCID 136460587, compound

HRID 1656184Notes

Reaction equation

HRID 1656184 reaction equation
[NH2:1][CH:2]1[C:14](=[O:15])[N:4]2[C:5]([C:11]([OH:13])=[O:12])=[C:6]([CH2:9][OH:10])[CH2:7][S:8][C@H:3]12.[CH:16]1([NH:22][CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.[CH:29](=O)[C:30]1[C:31](=[CH:33][CH:34]=[CH:35][CH:36]=1)[OH:32]>O>[CH:23]1([NH:22][CH:16]2[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]2)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]1.[CH:29](=[N:1][CH:2]1[C:14](=[O:15])[N:4]2[C:5]([C:11]([OH:13])=[O:12])=[C:6]([CH2:9][OH:10])[CH2:7][S:8][C@H:3]12)[C:30]1[C:31](=[CH:33][CH:34]=[CH:35][CH:36]=1)[OH:32]

Participants

5

Reactant 3

HCID 6998SalicylaldehydeHCID 7582DicyclohexylamineHCID 129054807-Amino-3-hydroxymethyl-3-cephem-4-carboxylic Acid

Product 1

HCID 136460587HCID 136460587, compoundYield 87.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7-Amino-3-hydroxymethyl-3-cephem-4-carboxylic acid (9.21 g) was suspended in water (200 ml) and neutralized to pH 7.5 with dicyclohexylamine (7 g). To the resultant solution was added dropwise salicylaldehyde (5.42 g). After stirring at ambient temperature for 2 hours, the precipitates were collected by filtration and dried to give 7-salicylideneamino-3-hydroxymethyl-3-cephem-4-carboxylic acid dicyclohexylamine salt (17.4 g).

Workup

  1. filtrationthe precipitates were collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-24e1eac2c0064d5cb6a48f5d0b5221ec
Source dataset
uspto-grants-1993_10
Patent number
US05252731

Reaction notes

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