Triethylamine → HCID 54235308, compound

HRID 363294Notes

Reaction equation

HRID 363294 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([F:16])[C:5]([NH2:15])=[C:6]2[C:10]=1[N:9]([CH2:11][CH3:12])[S:8](=[O:14])(=[O:13])[CH2:7]2.C(N(CC)CC)C.[C:24](Cl)(Cl)=[S:25]>O1CCCC1>[Cl:1][C:2]1[C:10]2[N:9]([CH2:11][CH3:12])[S:8](=[O:14])(=[O:13])[CH2:7][C:6]=2[C:5]([N:15]=[C:24]=[S:25])=[C:4]([F:16])[CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10040ThiophosgeneHCID 53662361HCID 53662361, compound

Product 1

HCID 54235308HCID 54235308, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 7-chloro-1-ethyl-5-fluoro-1,3-dihydro-2,1-benzisothiazol-4-amine 2,2-dioxide (0.5 g, 1.88 mmol) and triethylamine (0.6 mL) in anhydrous tetrahydrofuran (THF, 10 mL), thiophosgene (0.238 g, 1.1 eq) in THF (2 mL) was added dropwise at room temperature under a nitrogen atmosphere. The resulting reaction mixture was heated at reflux for 2 days. The solvents were removed in vacuo to give the title compound of Step A which was used in Step B.

Workup

  1. customThe resulting reaction mixture
  2. temperaturewas heated
  3. temperatureat reflux for 2 days
  4. customThe solvents were removed in vacuo

Sources & evidence

ORD record
ord-31ecd6ef7de34a2589bf0a68656efd99
Source dataset
uspto-grants-1999_02
Patent number
US05874382

Reaction notes

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