Alternatived Products of [ 55904-83-1 ]
Product Details of [ 55904-83-1 ]
CAS No. : | 55904-83-1 |
MDL No. : | |
Formula : |
C4H6N2O4S
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
178.17
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 55904-83-1 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 55904-83-1 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 55904-83-1 ]
- 1
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[ 464913-11-9 ]
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[ 55904-83-1 ]
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[ 681509-59-1 ]
Yield | Reaction Conditions | Operation in experiment |
99% |
In methanol; |
The compound from Preparative Example 21 (250mg) and the compound from Preparative Example 3 (252mg) were combined in MeOH (15ML) and stirred overnight. The reaction was concentrated under vacuo and used crude (450mg, 99%, MH+=327). |
- 2
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[ 13750-63-5 ]
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[ 156-57-0 ]
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[ 55904-83-1 ]
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3-methoxy-4-{2-[(4-methylthiazol-2-yl)methylthio]ethylamino}-1,2,5-thiadiazole 1,1-dioxide
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
With thionyl chloride; |
EXAMPLE 39 When 2-chloromethyl-4-methyltriazole [prepared by the reaction of thionyl chloride and 2-hydroxymethyl-4-methylthiazole, which itself is prepared according to the procedure of J. Chem. Soc., (Suppl. Issue No. 1), S106-111 (1966) or Acta Chem. Scand., 20, 2649 (1966)] is reacted with cysteamine hydrochloride and about two equivalents of a strong base such as sodium methoxide, and the resultant amine is treated with 3,4-dimethoxy-1,2,5-thiadiazole 1,1-dioxide, there is produced 3-methoxy-4-{2-[(4-methylthiazol-2-yl)methylthio]ethylamino}-1,2,5-thiadiazole 1,1-dioxide. |
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With thionyl chloride; |
EXAMPLE 39 When 2-chloromethyl-4-methylthiazole [prepared by the reaction of thionyl chloride and 2-hydroxymethyl-4-methylthiazole, which itself is prepared according to the procedure of J. Chem. Soc., (Suppl. Issue No. 1), S106-111 (1966) or Acta Chem. Scand., 20, 2649 (1966)] is reacted with cysteamine hydrochloride and about two equivalents of a strong base such as sodium methoxide, and the resultant amine is treated with 3,4-dimethoxy-1,2,5-thiadiazole 1,1-dioxide, there is produced 3-methoxy-4-{2-[(4-methylthiazol-2-yl)methylthio]ethylamino}-1,2,5-thiadiazole 1,1-dioxide. |
- 3
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[ 78441-62-0 ]
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[ 55904-83-1 ]
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3-amino-4-{2-[(2-dimethylaminomethyl-4-thiazolyl)methylthio]ethylamino}-1,2,5-thiadiazole 1,1-dioxide
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
In methanol; isopropyl alcohol; |
EXAMPLE 94 3-Amino-4-{2-[(2-dimethylaminomethyl-4-thiazolyl)methylthio]ethylamino}-1,2,5-thiadiazole 1,1-dioxide A solution of 2-[(2-dimethylaminomethyl-4-thiazolyl)methylthio]ethylamine (0.9 g; 3.89 mmoles) in 20 ml of dry methanol was added dropwise over 40 minutes to a well stirred suspension of 3,4-dimethoxy-1,2,5-thiadiazole 1,1-dioxide (0.69 g; 3.89 mmoles) in 70 ml of methanol that had been cooled to 8°, anhydrous ammonia was bubbled into the solution for 8 minutes and then the solution was allowed to stir at ambient temperature for 18 hours. The reaction mixture was evaporated under reduced pressure and the residue placed on 150 g of silica gel and chromatographed using a gradient elution of acetonitrile-methanol. The appropriate fractions were combined and evaporated to give 0.66 g of the product. The foam was dissolved in 2-propanol and evaporated to dryness to give the title compound, mp 60°-65°; the NMR spectrum (100 MHz) in d6 dimethyl sulfoxide showed the presence of approximately 0.15 mole of 2-propanol. Anal. Calcd for C11 H18 N6 S3 O2.0.15C3 H8 O: C, 37.02; H, 5.21; N, 22.62; S, 25.89. |
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In methanol; isopropyl alcohol; |
EXAMPLE 94 3-Amino-4-{2-[(2-dimethylaminomethyl-4-thiazolyl)methylthio]ethylamino}-1,2,5-thiadiazole 1,1-dioxide A solution of 2-[(2-dimethylaminomethyl-4-thiazolyl)methylthio]ethylamine (0.9 g; 3.89 mmoles) in 20 ml of dry methanol was added dropwise over 40 minutes to a well stirred suspension of 3,4-dimethoxy-1,2,5-thiadiazole 1,1-dioxide (0.69 g; 3.89 mmoles) in 70 ml of methanol that had been cooled to 8°, anhydrous ammonia was bubbled into the solution for 8 minutes and then the solution was allowed to stir at ambient temperature for 18 hours. The reaction mixture was evaporated under reduced pressure and the residue placed on 150 g of silica gel and chromatographed using a gradient elution of acetonitrile-methanol. The appropriate fractions were combined and evaporated to give 0.66 g of the product. The foam was dissolved in 2-propanol and evaporated to dryness to give the title compound, mp 60°-65°; the NMR spectrum (100 MHz) in d6 dimethyl sulfoxide showed the presence of approximately 0.15 mole of 2-propanol. Anal. Calcd for C11 H18 N6 S3 O2 *0.15 C3 H8 O: C, 37.02; H, 5.21; N, 22.62; S, 25.89. |
- 4
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[ 7211-54-3 ]
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[ 78441-69-7 ]
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[ 55904-83-1 ]
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3-{3-[(2-Dimethylaminomethyl-4-thiazolyl)methylthio]propylamino}-4-methylamino-1,2,5-thiadiazole 1,1-dioxide
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
In hydrogen bromide; |
EXAMPLE 40 3-{3-[(2-Dimethylaminomethyl-4-thiazolyl)methylthio]propylamino}-4-methylamino-1,2,5-thiadiazole 1,1-dioxide When 2-dimethylaminomethyl-4-hydroxymethylthiazole [prepared in Example 34, Step D] is reacted with 3-mercaptopropylamine hydrochloride [prepared according to the procedure described in J. Org. Chem., 27, 2846 (1962)] in aqueous hydrobromic acid (48%), and the resultant amine is successively treated with 3,4-dimethoxy-1,2,5-thiadiazole 1,1-dioxide and excess methylamine as in the general procedure of Example 31, the title compound is produced. |
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In hydrogen bromide; |
EXAMPLE 40 3-{3 -[(2-Dimethylaminomethyl-4-thiazolyl)methylthio]propylamino}-4-methylamino-1,2,5-thiadiazole 1,1-dioxide When 2-dimethylaminomethyl-4-hydroxymethylthiazole [prepared in Example 34, Step D] is reacted with 3-mercaptopropylamine hydrochloride [prepared according to the procedure described in J. Org. Chem., 27, 2846 (1962)] in aqueous hydrobromic acid (48%), and the resultant amine is successively treated with 3,4-dimethoxy-1,2,5-thiadiazole 1,1-dioxide and excess methylamine as in the general procedure of Example 31, the title compound is produced. |