HCID 20267946, compound → 3-[(Chloromethoxy)methyl]-1,2,5-thiadiazole

HRID 1719235Notes

Reaction equation

HRID 1719235 reaction equation
S(Cl)(Cl)(=O)=O.[Cl:6][CH2:7][O:8][CH2:9][C:10]1[CH:14]=[N:13][S:12][N:11]=1.CSCOCC1C=NSN=1>ClCCl>[Cl:6][CH2:7][O:8][CH2:9][C:10]1[CH:14]=[N:13][S:12][N:11]=1

Participants

4

Reactant 2

HCID 20267946HCID 20267946, compoundHCID 86740280HCID 86740280, compound

Product 1

HCID 202679333-[(Chloromethoxy)methyl]-1,2,5-thiadiazole

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

3-(Chloromethyloxymethyl)-1,2,5-thiadiazole Sulfuryl chloride (0.24 mmol) in dry dichloromethane (0.5 ml) was added dropwise over a period of 3 minutes at 0° C. to a solution of 3-(Methylthiomethyloxy)methyl-1,2,5-thiadiazole (0.24 mmol) in dry dichloromethane (1.5 ml). The mixture was stirred at 0° C. for 5 minutes and at room temperature for 10 minutes before the solution was evaporated at reduced pressure. The crude product (30 mg, 75%) was used for alkylation in Example 9 without any further purification.

Workup

  1. customwas evaporated at reduced pressure
  2. customThe crude product (30 mg, 75%) was used for alkylation in Example 9 without any further purification

Sources & evidence

ORD record
ord-083b88cce4a9445282ab2e9db73c84c2
Source dataset
uspto-grants-1985_09
Patent number
US04539324

Reaction notes

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