Tetrahydrofuran → HCID 178504118, compound

HRID 1606554Notes

Reaction equation

HRID 1606554 reaction equation
[C:1](Cl)(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].O1CCCC1.[NH:16]=[C:17]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[SH:19](=[O:27])([CH3:26])[NH:18]1.C(N(CC)CC)C>O>[C:1]([N:16]=[C:17]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[SH:19](=[O:27])([CH3:26])[NH:18]1)(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4]

Participants

6

Reactant 4

HCID 8028Tetrahydrofuran2×HCID 8471TriethylamineHCID 74041Salicyloyl chlorideHCID 178504117HCID 178504117, compound

Product 1

HCID 178504118HCID 178504118, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 1.6 g. salicylic acid chloride in 5 cc. tetrahydrofuran is added dropwise, while stirring, to a solution of 1.8 g. 3-imino-1-methyl-3H-1,2-benzisothiazole-1-oxide and 1.2 g. triethylamine in 50 cc. tetrahydrofuran. The reaction mixture is stirred overnight at ambient temperature, thereafter poured into water and the precipitate obtained is filtered off with suction. There is thus obtained 3-(salicyloylimino)-1-methyl-3H-1,2-benzisothiazole-1-oxide which, after recrystallisation from ethanol, melts at 168° - 169°C.

Workup

  1. stirringThe reaction mixture is stirred overnight at ambient temperature
  2. customthe precipitate obtained
  3. filtrationis filtered off with suction
  4. customafter recrystallisation from ethanol, melts at 168° - 169°C.

Sources & evidence

ORD record
ord-47543e082bdd4429bce2017c589c00d0
Source dataset
uspto-grants-1976_04
Patent number
US03953464

Reaction notes

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