Dichloromethane → HCID 66722397, compound

HRID 571631Notes

Reaction equation

HRID 571631 reaction equation
C([N:8]1[CH2:14][CH2:13][C:12]2[S:15][CH:16]=[N:17][C:11]=2[CH2:10][CH2:9]1)C1C=CC=CC=1.C(Cl)[Cl:19]>>[ClH:19].[S:15]1[C:12]2[CH2:13][CH2:14][NH:8][CH2:9][CH2:10][C:11]=2[N:17]=[CH:16]1

Participants

3

Reactant 2

HCID 6344DichloromethaneHCID 58117543HCID 58117543, compound

Product 1

HCID 66722397HCID 66722397, compound

Procedure

Under a nitrogen atmosphere 1.7 g (12.3 mmol) 1-chloroethyl chloroformiate was added to 2.0 g (8.2 mmol) 6-benzyl-5,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepine (CAS Registry Number: 1159094-24-2) in 20 mL DCM at 0° C. The reaction mixture was stirred at RT for 2 h. The reaction mixture was concentrated and 20 mL anhydrous methanol was added. The reaction mixture was stirred under reflux for 1 h and concentrated. The resulting crude product was washed with DCM, the solid was filtered and dried. Yield: 0.35 g (58% of theory). ESI-MS: m/z=199 (M+H)+; Rt(HPLC): 0.52 min (Method J).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. addition20 mL anhydrous methanol was added
  3. stirringThe reaction mixture was stirred
  4. temperatureunder reflux for 1 h
  5. concentrationconcentrated
  6. washThe resulting crude product was washed with DCM
  7. filtrationthe solid was filtered
  8. customdried

Sources & evidence

ORD record
ord-ca6e7573d38b48038420baae223e5aec
Source dataset
uspto-grants-2015_05
Patent number
US09029360B2

Reaction notes

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