122-07-6 Usage
Synthesis
In the autoclave, add 3.00 kg of chloroacetaldehyde dimethyl acetal, 30 kg of 33% methylamine methanol solution, close the autoclave valve, heat up to 130-135 ° C, and the pressure is up to 1.2 MPa, then continue to decrease, and the reaction is incubated for 6 hours. Cool down to 25°C and press into a neutralizer. The temperature was lowered to below 10°C under stirring, 3.26 kg of 40% sodium methoxide methanol solution was added dropwise, and the temperature was kept at 0-5°C for 2-3 hours. After filtration, the filter cake was washed with methanol, and the filtrate was transferred to a distillation pot. Distill methanol at atmospheric pressure until it no longer evaporates, change it to vacuum distillation, turn on brine to condense and collect the intermediate, collect 52-60°C/24mmHg fraction, obtain 2.51kg of methylaminoacetaldehyde dimethyl acetal, GC purity 94.6 %,? yield 83.1%.
Description
Methylaminoacetaldehyde dimethyl acetal can be used as a pharmaceutical synthesis intermediate, such as the preparation of methimazole, the chemical name is 1-methylimidazole-2-thiol, which is an antithyroid drug, and its mechanism of action is to inhibit thyroid endoperoxide Enzymes, thereby hindering the oxidation of iodide absorbed into the thyroid and the coupling of tyrosine, hindering the synthesis of thyroxine (T4) and triiodothyronine (T3). Animal experiments have observed that B lymphocytes synthesize antibodies, reduce the level of thyroid-stimulating antibodies in the blood circulation, and restore the suppressor T cells to normal.
Chemical Properties
clear colorless to light yellowish liquid
Uses
Different sources of media describe the Uses of 122-07-6 differently. You can refer to the following data:
1. 2,2-Dimethoxy-N-methylethanamine is an impurity formed in the synthetic process of Methimazole (M260300), a thiourea antithyroid agent that prevents iodine organification,
2. (Methylamino)acetaldehyde dimethyl acetal can be used as a reactant to synthesize: Aza[3.3.2] cyclazines by reacting with 5-methyloxazolo[3,2-a]pyridinium salts via synthesis of functionalized 5-aminoindolizines intermediates. N-(2,2-Dimethoxyethyl)-N-methyl-3,4-dimethoxyphenylglycine by Petasis reaction with glyoxylic acid and 3,4-dimethoxyphenylboronic acid. Substituted imidazoles via copper-catalyzed reaction with various nitriles.
Check Digit Verification of cas no
The CAS Registry Mumber 122-07-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 2 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 122-07:
(5*1)+(4*2)+(3*2)+(2*0)+(1*7)=26
26 % 10 = 6
So 122-07-6 is a valid CAS Registry Number.
InChI:InChI=1/C5H13NO2/c1-6-4-5(7-2)8-3/h5-6H,4H2,1-3H3/p+1
122-07-6Relevant articles and documents
Preparation method of 2 -mercapto -1 - methylimidazole
-
Paragraph 0020; 0030-0031; 0034-0035; 0038-0039, (2020/07/13)
The invention discloses a preparation method of electronic grade 2-sulfydryl-1-methylimidazole. The method comprises the following steps: (1) a water solution of chloroacetaldehyde dimethyl acetal andmethylamine performs tank closing reaction for 16h at 80 to 85 DEG C; cooling and pressure release are performed; a solvent is used for extraction; the solvent is concentrated; rectification under vacuum is performed to obtain an intermediate of methylaminoacetaldehyde dimethyl acetal; (2) the methylaminoacetaldehyde dimethyl acetal and t-butyl thionitrile react under the boron trifluoride catalysis; condensation reaction is performed at 50 to 70 DEG C to obtain 2-tert-butyl sulfenyl-1-methylimidazole; (3) a solvent is added into the 2-tert-butyl sulfenyl-1-methylimidazole; a catalyst and anorganic solvent are added; reaction is performed at constant temperature; after filtering, filter liquid is concentrated; then, electronic grade water crystallization is performed to obtain the product of 2-sulfydryl-1-methylimidazole. The preparation method has the advantages that the raw material price is low; the environment-friendly effect is achieved; the operation of the synthesis method issimple and convenient; the product quality conforms to application standards of electronic chemicals.
Amidation of unactivated ester derivatives mediated by trifluoroethanol
McPherson, Christopher G.,Caldwell, Nicola,Jamieson, Craig,Simpson, Iain,Watson, Allan J. B.
supporting information, p. 3507 - 3518 (2017/04/26)
A catalytic amidation protocol mediated by 2,2,2-trifluoroethanol has been developed, facilitating the condensation of unactivated esters and amines, furnishing both secondary and tertiary amides. The complete scope and limitations of the method are described, along with modified conditions for challenging substrates such as acyclic secondary amines and chiral esters with retention of chiral integrity.