Phosgene → 8-chlorodibenz[b,f][1,4]thiazepine-10(11H)-carbonyl chloride

HRID 1756556Notes

Reaction equation

HRID 1756556 reaction equation
[C:1]([Cl:4])(Cl)=[O:2].[Cl:5][C:6]1[CH:7]=[CH:8][C:9]([S:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:10]([NH2:12])[CH:11]=1.[CH2:20](N(CC)CC)C>O1CCCC1>[Cl:5][C:6]1[CH:7]=[CH:8][C:9]2[S:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[CH2:20][N:12]([C:1]([Cl:4])=[O:2])[C:10]=2[CH:11]=1

Participants

5

Reactant 3

HCID 6371PhosgeneHCID 8471TriethylamineHCID 20637175-Chloro-2-phenylsulfanyl-phenylamine

Product 1

HCID 229217168-chlorodibenz[b,f][1,4]thiazepine-10(11H)-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a cold (ice-H2O bath), stirred solution of phosgene (1.93M in toluene; 8.6 mL) in anhydrous tetrahydrofuran (40 mL) under a nitrogen atmosphere is added, dropwise, a solution of the title product of Example 48 (2.00 g) and triethylamine (1.3 mL) in anhydrous tetrahydrofuran (30 mL). The resulting mixture is stirred at room temperature for 90 minutes, and the solvent is then evaporated in vacuo to provide the title product.

Workup

  1. additionis added
  2. customthe solvent is then evaporated in vacuo

Sources & evidence

ORD record
ord-5dbe819bb5524b6c81c1c9ebe4c636d6
Source dataset
uspto-grants-1995_08
Patent number
US05441950

Reaction notes

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