Triethylamine → HCID 22324100, compound

HRID 1767654Notes

Reaction equation

HRID 1767654 reaction equation
[NH2:1][C:2]1[CH:16]=[CH:15][C:5]2[N:6]3[CH2:14][CH2:13][CH2:12][CH:7]3[NH:8][S:9](=[O:11])(=[O:10])[C:4]=2[CH:3]=1.C(N(CC)CC)C.[CH3:24][S:25](Cl)(=[O:27])=[O:26]>C1COCC1>[CH3:24][S:25]([NH:1][C:2]1[CH:16]=[CH:15][C:5]2[N:6]3[CH2:14][CH2:13][CH2:12][CH:7]3[NH:8][S:9](=[O:11])(=[O:10])[C:4]=2[CH:3]=1)(=[O:27])=[O:26]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 22324079HCID 22324079, compound

Product 1

HCID 22324100HCID 22324100, compoundYield 25.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A stirred solution of 7-amino-1,2,3,3a,4,5-hexahydrobenzo[e]pyrrolo[2,1-c]-1,2,4-thiadiazine-5,5-dioxide (150 mg; 0.5 mmol) and triethylamine (70 μl; 0.5 mmol) in THF (1 ml) was added a solution of CH3SO2Cl (40 μl; 0.5 mmol) in THF (1 ml) and stirred at rt. over night. The reaction mixture was evaporated to dryness, suspended in H2O and extracted by EtOAc. The combined organic fractions were evaporated to dryness. Column chromatography gave 40 mg product. M.p. 177–180° C.

Workup

  1. waitover night
  2. customThe reaction mixture was evaporated to dryness
  3. extractionextracted by EtOAc
  4. customThe combined organic fractions were evaporated to dryness

Sources & evidence

ORD record
ord-571c0b4c1ed149f9bd533c408abdb34f
Source dataset
uspto-grants-2007_06
Patent number
US07235548B2

Reaction notes

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