Salicylaldehyde → HCID 136460587, compound

HRID 905419Notes

Reaction equation

HRID 905419 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-9ff1738430c04ace9c334705a5afa0b0
Source dataset
uspto-grants-1983_12
Patent number
US04423213

Reaction notes

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