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58-56-0 Usage

Description

Pyridoxine hydrochloride, also known as vitamin B6 hydrochloride, is a water-soluble vitamin and a pyrimidine derivative of vitamin B6. It is a white or almost white, crystalline powder that is soluble in water and slightly soluble in alcohol. Pyridoxine hydrochloride is considered heat and acid stable, with a pH of 2.3-3.5. It plays a crucial role in various biological processes, including the transportation of protein Bsu1 and contributing to thiamine uptake.

Uses

Used in Pharmaceutical Industry:
Pyridoxine hydrochloride is used as a supplement for the prevention and treatment of vitamin B6 deficiency. It is essential for the proper functioning of the nervous system, the synthesis of neurotransmitters, and the metabolism of amino acids.
Used in Food Industry:
Pyridoxine hydrochloride is used as a nutrient additive in the food industry to fortify various food products, ensuring an adequate intake of vitamin B6 for consumers.
Used in Cosmetic Industry:
Pyridoxine hydrochloride is used in the cosmetic industry as an ingredient in skincare products, where it helps promote skin health and maintain a youthful appearance.
Used in Research:
Pyridoxine hydrochloride is used in scientific research as a component of the B6 complex, which is involved in various cellular processes and can be studied for its effects on different biological systems.
Brand Name:
Hexa-Betalin (Lilly) is a brand name for pyridoxine hydrochloride, which is used as a supplement to treat vitamin B6 deficiency and related conditions.

Nutrition supplements

Pyridoxine hydrochloride is the hydrochloride salt of Vitamin B6. Vitamin B6 (B6) is a water-soluble vitamin, which can be found in various foods such as fish, poultry, whole grains, legumes, banana, nuts, and sesame.Vitamin B6 has an important role in the metabolism of amino acids as a coenzyme, pyridoxal 5'-phosphate.? B6 may exert an anticolon tumor effect by the protection of the colon epithelium from damage in rats treated with 1,2-dimethylhidrazine (DMH) and to decreased lithocholic acid, a colon carcinogen. Vitamin B6 may prevent such diseases by lowering inflammation.

Biochem/physiol Actions

Vitamin B6 is an essential coenzyme for amino acid, carbohydrate and lipid metabolism. Pyridoxine serves as a primary source in multivitamins. Pyridoxine deficiency is associated with peripheral neuropathy.

Clinical Use

Vitamin B6

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion, intramuscular, and subcutaneous routes. Human reproductive effects by ingestion and intramuscular routes: postpartum changes. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and HCl.

Drug interactions

Potentially hazardous interactions with other drugs None known

Metabolism

Pyridoxine is metabolised to its active form pyridoxamine phosphate. It is stored mainly in the liver where there is oxidation to 4-pyridoxic acid and other inactive metabolites which are excreted in the urine.

Purification Methods

Purify the vitamin by recrystallisation from EtOH/Me2CO, n-BuOH or MeOH/Et2O. Its solubility in H2O is 22%, and in EtOH it is 1.1%. It is insoluble in Et2O and CHCl3. Acidic aqueous solutions are stable at 120o/30minute. The free base has m 159-160o after recrystallisation from Me2CO and sublimation at 140-145o/0.0001mm. It has UV max at 290nm ( 84,000), 253 and 325nm ( 3,700 and 7,100) in 0.1N aqueous HCl. [Khua & Wendt Chem Ber 71 780 1938, 72 311 1939, Harris & Folkers J Am Chem Soc 61 1242 1939, Harris et al. J Am Chem Soc 62 3198 1940, Beilstein 21/5 V 492.]

Check Digit Verification of cas no

The CAS Registry Mumber 58-56-0 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 8 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 58-56:
(4*5)+(3*8)+(2*5)+(1*6)=60
60 % 10 = 0
So 58-56-0 is a valid CAS Registry Number.
InChI:InChI=1/C8H11NO3.ClH/c1-5-8(12)7(4-11)6(3-10)2-9-5;/h2,10-12H,3-4H2,1H3;1H/p-1

58-56-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Price
  • Detail
  • TCI America

  • (P0561)  Pyridoxine Hydrochloride  >98.0%(HPLC)(T)

  • 58-56-0

  • 25g

  • 195.00CNY

  • Detail
  • TCI America

  • (P0561)  Pyridoxine Hydrochloride  >98.0%(HPLC)(T)

  • 58-56-0

  • 100g

  • 590.00CNY

  • Detail
  • TCI America

  • (P0561)  Pyridoxine Hydrochloride  >98.0%(HPLC)(T)

  • 58-56-0

  • 500g

  • 1,670.00CNY

  • Detail
  • Alfa Aesar

  • (A12041)  Pyridoxine hydrochloride, 99%   

  • 58-56-0

  • 25g

  • 343.0CNY

  • Detail
  • Alfa Aesar

  • (A12041)  Pyridoxine hydrochloride, 99%   

  • 58-56-0

  • 100g

  • 1082.0CNY

  • Detail
  • Alfa Aesar

  • (A12041)  Pyridoxine hydrochloride, 99%   

  • 58-56-0

  • 500g

  • 2720.0CNY

  • Detail
  • Sigma-Aldrich

  • (PHR1036)    pharmaceutical secondary standard; traceable to USP, PhEur and BP

  • 58-56-0

  • PHR1036-500MG

  • 732.19CNY

  • Detail
  • Sigma-Aldrich

  • (P4100000)  Pyridoxinehydrochloride  European Pharmacopoeia (EP) Reference Standard

  • 58-56-0

  • P4100000

  • 1,880.19CNY

  • Detail
  • Cerilliant

  • (V-018)  Pyridoxine HCl (Vitamin B6) solution  1.0 mg/mL in methanol (as free base), ampule of 1 mL, certified reference material

  • 58-56-0

  • V-018-1ML

  • 760.50CNY

  • Detail
  • Supelco

  • (47862)  PyridoxineHydrochloride(B6)  analytical standard

  • 58-56-0

  • 000000000000047862

  • 195.39CNY

  • Detail
  • USP

  • (1587001)  Pyridoxinehydrochloride  United States Pharmacopeia (USP) Reference Standard

  • 58-56-0

  • 1587001-200MG

  • 4,662.45CNY

  • Detail

58-56-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name pyridoxine hydrochloride

1.2 Other means of identification

Product number -
Other names bonasanit

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:58-56-0 SDS

58-56-0Synthetic route

pyridoxine triacetate
10030-93-0

pyridoxine triacetate

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water for 2h; Heating;98%
With hydrogenchloride; water for 2h; Heating / reflux;72%
5-hydroxy-6-methylpyridine-3,4-dicarboxylic acid diethyl ester
2397-71-9

5-hydroxy-6-methylpyridine-3,4-dicarboxylic acid diethyl ester

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
Stage #1: 5-hydroxy-6-methylpyridine-3,4-dicarboxylic acid diethyl ester With sodium tetrahydroborate; iron(II) sulfate; N,N-dimethyl-aniline In tetrahydrofuran for 4h; Reflux;
Stage #2: With hydrogenchloride In tetrahydrofuran at 20℃; Reagent/catalyst; Solvent;
93.4%
4,5-dihydroxymethyl-2-methyl-2-cyclopentenone

4,5-dihydroxymethyl-2-methyl-2-cyclopentenone

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
Stage #1: 4,5-dihydroxymethyl-2-methyl-2-cyclopentenone With ozone In methanol; water at -30℃; for 3h;
Stage #2: With ammonia In methanol; water at 20 - 25℃; for 3h;
Stage #3: With hydrogenchloride; pyrographite In ethanol at 55 - 60℃; for 1h; Temperature; Solvent;
92%
2-hydroxymethyl-3-cyano-4-hydroxy-n-butyraldehyde

2-hydroxymethyl-3-cyano-4-hydroxy-n-butyraldehyde

methyl 2-aminopropanoate monohydrochloride
13515-97-4

methyl 2-aminopropanoate monohydrochloride

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
Stage #1: 2-hydroxymethyl-3-cyano-4-hydroxy-n-butyraldehyde; methyl 2-aminopropanoate monohydrochloride With sodium methylate In methanol at 30 - 50℃; for 5h; Green chemistry;
Stage #2: With hydrogenchloride In methanol; water for 2h; Temperature; Solvent; Reagent/catalyst; Reflux; Green chemistry;
90.5%
4-methyl-5-dimethyl-tert-butylsiloxyoxazole

4-methyl-5-dimethyl-tert-butylsiloxyoxazole

2-propyl-4,7-dihydro-2H-1,3-dioxepine
4469-34-5

2-propyl-4,7-dihydro-2H-1,3-dioxepine

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
Stage #1: 4-methyl-5-dimethyl-tert-butylsiloxyoxazole; 2-propyl-4,7-dihydro-2H-1,3-dioxepine at 115 - 120℃; for 10h;
Stage #2: With water In ethanol at 20℃; for 3h;
Stage #3: With hydrogenchloride In ethanol; water at 20℃; for 2h;
89.5%
Diels-Alder adduct
5205-63-0

Diels-Alder adduct

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
Stage #1: Diels-Alder adduct With hydrogenchloride In ethanol; water at 20℃; for 2h;
Stage #2: In ethanol; water for 2h;
86.05%
C8H13NO4

C8H13NO4

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; pyrographite In ethanol; water at 75 - 78℃; for 3h; Temperature;83.5%
4-methyl-5-triisopropylsiloxyoxazole

4-methyl-5-triisopropylsiloxyoxazole

2-propyl-4,7-dihydro-2H-1,3-dioxepine
4469-34-5

2-propyl-4,7-dihydro-2H-1,3-dioxepine

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
Stage #1: 4-methyl-5-triisopropylsiloxyoxazole; 2-propyl-4,7-dihydro-2H-1,3-dioxepine at 115 - 120℃; for 10h;
Stage #2: With water In ethanol at 20℃; for 3h;
Stage #3: With hydrogenchloride In ethanol; water at 20℃; for 2h;
82.7%
2-propyl-4,7-dihydro-2H-1,3-dioxepine
4469-34-5

2-propyl-4,7-dihydro-2H-1,3-dioxepine

4-methyl-5-butoxy1,3-oxazole
24201-52-3

4-methyl-5-butoxy1,3-oxazole

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
Stage #1: 2-propyl-4,7-dihydro-2H-1,3-dioxepine; 4-methyl-5-butoxy1,3-oxazole With calcium oxide at 150℃; for 12h; Diels-Alder Cycloaddition;
Stage #2: With hydrogenchloride In ethanol; water at 20 - 60℃; for 12h;
Stage #3: With hydrogenchloride In water for 1h; pH=8; Reagent/catalyst; Reflux;
80%
5-ethoxy-4-methyl-oxazole
5006-20-2

5-ethoxy-4-methyl-oxazole

2-propyl-4,7-dihydro-2H-1,3-dioxepine
4469-34-5

2-propyl-4,7-dihydro-2H-1,3-dioxepine

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
With hydrogenchloride Diels-Alder Cycloaddition;78.5%
3-amino-4,5-bis(aminomethyl)2-methylpyridine trihydrochloride
90330-16-8

3-amino-4,5-bis(aminomethyl)2-methylpyridine trihydrochloride

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite In water at 90℃; for 2h;75%
2-Methyl-3-hydroxy-4,5-bis-(bromomethyl)-pyridine hydrobromide
39984-49-1

2-Methyl-3-hydroxy-4,5-bis-(bromomethyl)-pyridine hydrobromide

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
With water; silver(I) chloride for 0.333333h; Heating;68%
Multi-step reaction with 2 steps
1: 2.) AcONa / 1.) DMF, 55 degC, 1 h; 2.) DMF, 85 degC, 2.5 h
2: 98 percent / 2N HCl / H2O / 2 h / Heating
View Scheme
pyridoxamine dihydrochloride
524-36-7

pyridoxamine dihydrochloride

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
With sulfuric acid; water; sodium nitrite at 20 - 90℃; for 2h;25%
Thiamine hydrochloride
67-03-8

Thiamine hydrochloride

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
With N-Bs In isopropyl alcohol at 25℃; for 0.5h;
L-1-Deoxy<1,1,1-(2)H3,(RS)-5-(2)H1>xylulose
80095-36-9

L-1-Deoxy<1,1,1-(2)H3,(RS)-5-(2)H1>xylulose

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
With D-glucose; Escherichia coli B WG2 Mechanism;
3-amino-4-aminomethyl-5-hydroxymethyl-2-methylpyridine dihydrochloride
83537-53-5

3-amino-4-aminomethyl-5-hydroxymethyl-2-methylpyridine dihydrochloride

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
With cis-nitrous acid In water at 90℃;
Acetic acid 4-acetoxymethyl-2,5-dimethoxy-2-(1-methoxycarbonylamino-ethyl)-2,5-dihydro-furan-3-ylmethyl ester

Acetic acid 4-acetoxymethyl-2,5-dimethoxy-2-(1-methoxycarbonylamino-ethyl)-2,5-dihydro-furan-3-ylmethyl ester

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water Yield given;
hydrogenchloride
7647-01-0

hydrogenchloride

4,5-bis-aminomethyl-2-methyl-pyridin-3-ol
45996-87-0

4,5-bis-aminomethyl-2-methyl-pyridin-3-ol

aqueous NaNO2

aqueous NaNO2

A

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

B

<5-chloromethyl>-3-hydroxy-2-methyl-<4>pyridyl>-methanol

<5-chloromethyl>-3-hydroxy-2-methyl-<4>pyridyl>-methanol

hydrogenchloride
7647-01-0

hydrogenchloride

4-ethoxymethyl-5-hydroxymethyl-2-methyl-pyridin-3-ol; hydrochloride

4-ethoxymethyl-5-hydroxymethyl-2-methyl-pyridin-3-ol; hydrochloride

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
at 155 - 160℃;
5-amino-6-methylpyridine-3,4-dicarbonitrile
71058-42-9

5-amino-6-methylpyridine-3,4-dicarbonitrile

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 75 percent / conc. HCl, H2 / 5 percent Pd-C / methanol; H2O / 3.5 h / Ambient temperature
2: 75 percent / sodium nitrite, H2SO4 / H2O / 2 h / 90 °C
View Scheme
5-acetoxymethyl-3-amino-2-methylpyridine-4-carbonitrile
83537-57-9

5-acetoxymethyl-3-amino-2-methylpyridine-4-carbonitrile

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 88 percent / 1) conc. HCl, H2; 2) 0.2 N HCl / 1) 5 percent Pd-C / methanol; H2O / 1) 1 h, RT; 2) 1 h, 80 deg C
2: nitrous acid / H2O / 90 °C
View Scheme
3,4-bis(hydroxymethyl)furan
14496-24-3

3,4-bis(hydroxymethyl)furan

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 100 percent / pyridine
2: 57 percent / p-toluenesulfonic acid / 2 h / 0 - 5 °C
3: electrochemical oxidation
4: HCl / H2O
View Scheme
3,4-furan dimethanol diacetate
30614-73-4

3,4-furan dimethanol diacetate

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 57 percent / p-toluenesulfonic acid / 2 h / 0 - 5 °C
2: electrochemical oxidation
3: HCl / H2O
View Scheme
Acetic acid 4-acetoxymethyl-2-(1-methoxycarbonylamino-ethyl)-furan-3-ylmethyl ester
79588-15-1

Acetic acid 4-acetoxymethyl-2-(1-methoxycarbonylamino-ethyl)-furan-3-ylmethyl ester

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: electrochemical oxidation
2: HCl / H2O
View Scheme
1,3-dihydro-6-methyl-7-iodofuro(3,4-c)pyridine
104307-94-0

1,3-dihydro-6-methyl-7-iodofuro(3,4-c)pyridine

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 36 percent / Na, MeOH / CuI2 / various solvent(s) / 16 h / Heating
2: 78 percent / 48percent HBr / 2 h / Heating
3: 68 percent / H2O, AgCl / 0.33 h / Heating
View Scheme
1,3-dihydro-6-methyl-7-methoxyfuro(3,4-c)pyridine
104307-95-1

1,3-dihydro-6-methyl-7-methoxyfuro(3,4-c)pyridine

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 78 percent / 48percent HBr / 2 h / Heating
2: 68 percent / H2O, AgCl / 0.33 h / Heating
View Scheme
1,3-dihydro-6-methyl-7-trimethylstannylfuro(3,4-c)pyridine
104307-93-9

1,3-dihydro-6-methyl-7-trimethylstannylfuro(3,4-c)pyridine

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 99 percent / I2 / CHCl3 / 18 h / Ambient temperature
2: 36 percent / Na, MeOH / CuI2 / various solvent(s) / 16 h / Heating
3: 78 percent / 48percent HBr / 2 h / Heating
4: 68 percent / H2O, AgCl / 0.33 h / Heating
View Scheme
4,5'-O-isobutylidenepyridoxine
1622-67-9

4,5'-O-isobutylidenepyridoxine

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; water under 300.03 Torr; for 2h; Product distribution / selectivity; Heating / reflux;
Stage #1: 4,5'-O-isobutylidenepyridoxine With hydrogenchloride; water In tetrahydrofuran at 60 - 120℃; under 150.015 Torr; for 3h;
Stage #2: With pyrographite In water at 0 - 60℃; Product distribution / selectivity;
3-isopropyl-1,5-dihydro[1,3]dioxepino-3-methyl-4-n-butoxy-7-oxa-2-azabicyclo[2.2.1]hept-2-ene
717916-87-5

3-isopropyl-1,5-dihydro[1,3]dioxepino-3-methyl-4-n-butoxy-7-oxa-2-azabicyclo[2.2.1]hept-2-ene

A

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

B

4,5'-O-isobutylidenepyridoxine
1622-67-9

4,5'-O-isobutylidenepyridoxine

Conditions
ConditionsYield
Stage #1: 3-isopropyl-1,5-dihydro[1,3]dioxepino-3-methyl-4-n-butoxy-7-oxa-2-azabicyclo[2.2.1]hept-2-ene With water; acetic acid In tetrahydrofuran at 60℃; under 760.051 Torr; for 4h;
Stage #2: With hydrogenchloride; water In tetrahydrofuran at 0 - 60℃; for 5h; Product distribution / selectivity;
Stage #1: 3-isopropyl-1,5-dihydro[1,3]dioxepino-3-methyl-4-n-butoxy-7-oxa-2-azabicyclo[2.2.1]hept-2-ene With water In tetrahydrofuran at 60℃; under 760.051 Torr; for 4h;
Stage #2: With hydrogenchloride In tetrahydrofuran at 20 - 60℃; for 5h; Product distribution / selectivity;
concentrated H2 SO4

concentrated H2 SO4

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

isopropylidene pyridoxine

isopropylidene pyridoxine

Conditions
ConditionsYield
In acetone100%
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

4,5-bis(chloromethyl)-3-hydroxy-2-methylpyridinium chloride
39984-50-4

4,5-bis(chloromethyl)-3-hydroxy-2-methylpyridinium chloride

Conditions
ConditionsYield
With thionyl chloride In N,N-dimethyl-formamide for 0.5h; Reflux; Inert atmosphere;99%
With thionyl chloride In dichloromethane; N,N-dimethyl-formamide for 12h; Reflux;96%
With thionyl chloride; N,N-dimethyl-formamide at 80℃; for 3h;93%
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

C14H14N2O5S
1122445-21-9

C14H14N2O5S

Conditions
ConditionsYield
Stage #1: pyridoxal hydrochloride With RuCl2(PPh3)2(BAOBEA); dihydrogen peroxide In water at 60℃; for 0.25h;
Stage #2: 4-aminobenzene sulfonic acid In water for 0.0833333h; Reflux;
98.25%
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol
1136-52-3

(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In acetone at 20℃;98%
With toluene-4-sulfonic acid In acetone at 20℃; for 23h;96%
With toluene-4-sulfonic acid In acetone at 20℃; for 23h;96%
With toluene-4-sulfonic acid In acetone at 20℃; for 20h; Inert atmosphere;86%
With toluene-4-sulfonic acid In water; acetone for 20h; Inert atmosphere;80%
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

acetic anhydride
108-24-7

acetic anhydride

pyridoxine triacetate
10030-93-0

pyridoxine triacetate

Conditions
ConditionsYield
With triethylamine In tert-butyl methyl ether at 50 - 65℃; for 2.5h; Industry scale; Heating / reflux;96%
With pyridine Ambient temperature;57%
With pyridine
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

acetic anhydride
108-24-7

acetic anhydride

2,4-dimethyl-5-acetoxymethylpyridin-3-ol
53580-75-9

2,4-dimethyl-5-acetoxymethylpyridin-3-ol

Conditions
ConditionsYield
With zinc for 2h; Reflux;95%
cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

Glutamic acid
617-65-2

Glutamic acid

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

Co(2+)*C5HN(CH3)(O)(CH2OH)2(1-)*OOCCH2CH2(NH2)CHCOO(2-)*H(1+)*3H2O=Co{C5HN(CH3)(O)(CH2OH)2}(C5H8NO4)*3H2O

Co(2+)*C5HN(CH3)(O)(CH2OH)2(1-)*OOCCH2CH2(NH2)CHCOO(2-)*H(1+)*3H2O=Co{C5HN(CH3)(O)(CH2OH)2}(C5H8NO4)*3H2O

Conditions
ConditionsYield
With lithium carbonate In water byproducts: CO2; to soln. pyridoxine/water was added equimolar amt. glutamic acid and excess Li2CO3, after evolution CO2 completed addn. equimolar soln. CoCl2/H2O, formation of pink ppt.; ppt. separated, washed (EtOH and ether) until powdery, elem. anal.;94.4%
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

3-hydroxy-5-hydroxymethyl-2,4-dimethylpyridinium chloride
148-51-6

3-hydroxy-5-hydroxymethyl-2,4-dimethylpyridinium chloride

Conditions
ConditionsYield
Stage #1: pyridoxal hydrochloride With acetic acid; zinc for 12h; Reflux;
Stage #2: With hydrogenchloride In methanol at 0℃; for 2h;
94%
Stage #1: pyridoxal hydrochloride With acetic acid; zinc for 12h; Reflux;
Stage #2: With hydrogenchloride In methanol; water at 0℃; for 2h;
94%
With acetic acid; zinc for 24h; Reflux;94%
Stage #1: pyridoxal hydrochloride With acetic acid; zinc at 120℃; for 3h;
Stage #2: With hydrogenchloride In methanol at 60℃; for 1h;
93%
Multi-step reaction with 2 steps
1: zinc / 72 h / Reflux
2: hydrogenchloride / water / 8 h / 50 °C
View Scheme
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

4,5-bis-chloromethyl-2-methyl-pyridin-3-ol
102694-13-3

4,5-bis-chloromethyl-2-methyl-pyridin-3-ol

Conditions
ConditionsYield
With thionyl chloride In N,N-dimethyl-formamide for 0.5h; Reflux;93%
With thionyl chloride In N,N-dimethyl-formamide for 0.5h; Inert atmosphere; Reflux;93%
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

A

(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol
1136-52-3

(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol

B

1,5-dihydro-3,3,8-trimethyl<1,3>dioxepino<5,6-y>pyridin-9-ol
948-00-5

1,5-dihydro-3,3,8-trimethyl<1,3>dioxepino<5,6-y>pyridin-9-ol

Conditions
ConditionsYield
With sulfuric acid In dichloromethane for 6h; Heating;A 92%
B n/a
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

A

1,5-dihydro-3,3,8-trimethyl<1,3>dioxepino<5,6-y>pyridin-9-ol
948-00-5

1,5-dihydro-3,3,8-trimethyl<1,3>dioxepino<5,6-y>pyridin-9-ol

B

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

Conditions
ConditionsYield
With sulfuric acid In dichloromethane for 6h; Heating; Title compound not separated from byproducts;A n/a
B 92%
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

acetone
67-64-1

acetone

(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol hydrochloride
6953-28-2

(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol hydrochloride

Conditions
ConditionsYield
With hydrogenchloride92%
With hydrogenchloride for 2.5h;90.9%
With hydrogenchloride at 20 - 30℃; for 6h;85%
With hydrogenchloride HCl introduction below 10 degC, then -10 degC, overnight;54%
With hydrogenchloride at 0℃; for 2h;27.3 g
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

acetone
67-64-1

acetone

(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol
1136-52-3

(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol

Conditions
ConditionsYield
With thionyl chloride In chloroform at 20℃; for 6h; ketalization;91%
With sulfuric acid at 20℃;65%
With Dess-Martin periodane; toluene-4-sulfonic acid at 20℃; for 20h; Inert atmosphere;63%
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

cyclohexanone
108-94-1

cyclohexanone

3,4'-O-cyclohexylidenepyridoxine
4632-05-7

3,4'-O-cyclohexylidenepyridoxine

Conditions
ConditionsYield
With thionyl chloride In chloroform at 20℃; ketalization;90%
With sulfuric acid
Acidic conditions;
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

acetone
67-64-1

acetone

1,5-dihydro-3,3,8-trimethyl<1,3>dioxepino<5,6-y>pyridin-9-ol
948-00-5

1,5-dihydro-3,3,8-trimethyl<1,3>dioxepino<5,6-y>pyridin-9-ol

Conditions
ConditionsYield
With thionyl chloride In chloroform at 0 - 20℃; for 7h; ketalization;90%
With hydrogenchloride at 3 - 20℃;87%
(i) HCl, (ii) aq. K2CO3; Multistep reaction;
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

acetone
67-64-1

acetone

chlorhydrate d'hydroxy-8 trimethyl-2,2,7 pyrido-<4,5-e>dioxa 1,3-cycloheptane
111422-99-2

chlorhydrate d'hydroxy-8 trimethyl-2,2,7 pyrido-<4,5-e>dioxa 1,3-cycloheptane

Conditions
ConditionsYield
With hydrogenchloride at 0℃; for 1h;88%
Decan-2-one
693-54-9

Decan-2-one

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

5-(hydroxymethyl)-2,8-dimethyl-2-octyl-4H-[1,3]dioxino[4,5-c]pyridine

5-(hydroxymethyl)-2,8-dimethyl-2-octyl-4H-[1,3]dioxino[4,5-c]pyridine

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 17h; Reflux; Dean-Stark;87%
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

N'-{(3-hydroxyl-5-(hydroxymethyl)-2-methylpyridin-4-yl)methylene}benzohydrazide hydrochloride

N'-{(3-hydroxyl-5-(hydroxymethyl)-2-methylpyridin-4-yl)methylene}benzohydrazide hydrochloride

Conditions
ConditionsYield
Stage #1: pyridoxal hydrochloride With manganese(IV) oxide; sulfuric acid In water at 60 - 70℃;
Stage #2: benzoic acid hydrazide In water for 0.166667h; Heating;
86%
4,4'-dimethoxytrityl chloride
40615-36-9

4,4'-dimethoxytrityl chloride

pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

C50H47NO7

C50H47NO7

Conditions
ConditionsYield
In pyridine; dichloromethane at 20℃; Inert atmosphere;85%
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

C40H47NO3Si2

C40H47NO3Si2

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;83%
With triethylamine In tetrahydrofuran for 1.5h; Cooling with ice;67%
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

benzyl bromide
100-39-0

benzyl bromide

[5-(benzyloxy)-4-(hydroxymethyl)-6-methylpyridin-3-yl]methanol
7442-21-9

[5-(benzyloxy)-4-(hydroxymethyl)-6-methylpyridin-3-yl]methanol

Conditions
ConditionsYield
Stage #1: pyridoxal hydrochloride With potassium carbonate In acetonitrile at 90℃; for 1h;
Stage #2: benzyl bromide In acetonitrile for 3h; Reflux;
83%

58-56-0Relevant articles and documents

Biosynthesis of Vitamin B6: Incorporation of D-1-Deoxyxylulose

Hill, Robert E.,Sayer, Brian G.,Spenser, Ian D.

, p. 1916 - 1917 (1989)

-

Method for environmentally friendly preparation of vitamin B6 and recycling of tail gas

-

Paragraph 0042-0048; 0052-0055, (2019/07/04)

The invention relates to a method for environmentally friendly preparation of vitamin B6 and recycling of tail gas. The method comprises the following steps: carrying out a catalytic formylating reaction on carbon monoxide, hydrogen and 2-cyano-2-cis-butene-1,4-diol which is used as a starting material to prepare a 2-hydroxymethyl-3-cyano-4-hydroxy-n-butyraldehyde intermediate, condensing the intermediate with 2-aminopropionate or 2-aminopropionate hydrochloride, and carrying out salt formation to prepare the vitamin B6. The method does not use a 4-methyl-5-alkoxyoxazole intermediate that is expensive and generates a large amount of wastewater in the production process, and allows the tail gas to be recycled in synthesis of the starting raw material, so the method has the advantages of environmentally friendly process, high reaction selectivity, high product purity, high atom economy, and suitableness for the green industrial production of the vitamin B6.

Method for preparing vitamin B6 by reducing 2-methyl-3-hydroxypyridine-4,5-diformic ether

-

Paragraph 0029-0034, (2018/10/26)

The invention discloses a method for preparing vitamin B6 by reducing 2-methyl-3-hydroxypyridine-4,5-diformic ether. 2-methyl-3-hydroxypyridine-4,5-diformic ether is dissolved into a solvent, sodium borohydride or potassium borohydride, lewis acid and tertiary amine are then sequentially added, and heating reaction is then carried out for 2 to 4 hours; after the reaction is completed, system temperature is lowered to be less than or equal to 10 DEG C, 10 percent ammonium chloride is then added, pH is regulated to be neutral, filtration enrichment and extraction are carried out, HCl gas is injected, and after concentration, standing is performed for crystallization, filtration and drying to obtain a crude product of vitamin B6. In the technical solution, under the joint action of sodium borohydride or potassium borohydride, lewis acid and tertiary amine, 2-methyl-3-hydroxypyridine-4,5-diformic ether is reduced to prepare vitamin B6. In the whole operation process, the adopted solvent does not need to undergo anhydrous treatment, high-pressure equipment does not need to be adopted as well, and the operation process is carried out under mild conditions.

Vitamin B6 Intermediate 4 - methyl - 5 - alkyl silicon oxygen radical wicked zuo, its preparation method and process for producing vitamin B6 The method of

-

Paragraph 0068; 0069, (2017/08/25)

The invention relates to a vitamin B6 intermediate 4-methyl-5-alkylsiloxane oxazole, a preparation method thereof as well as a method for preparing the vitamin B6. 4-methyl-5-alkylsiloxane oxazole has the structure shown as the formula I. 2-alanine and formaldehyde or paraformaldehyde are subjected to N-hydroxymethylation and lactonization in a solvent under the action of an acid catalyst to obtain 4-methyl-tetrahydro-oxazole-5-ketone (II), the ketone is not separated and is directly subjected to chloro substitution, silicon etherification and an elimination reaction in the presence of an acid-binding agent to generate 4-methyl-5-alkylsiloxane oxazole (I). 4-methyl-5-alkylsiloxane oxazole and 2-n-propyl-1,3-dioxo-5-cycloheptene are subjected to addition and hydrolysis to prepare the vitamin B6. The process is short, the operation is easy, little wastewater is produced, safety and environmental protection are realized, the reaction selectivity is good, a product is low in cost and high in purity, and industrial production is facilitated better.

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