Ammonia → HCID 19025652, compound

HRID 1033450Notes

Reaction equation

HRID 1033450 reaction equation
I[CH:2]1[CH2:8][CH2:7][C:6]2[CH:9]=[C:10]([S:13][CH3:14])[CH:11]=[CH:12][C:5]=2[NH:4][C:3]1=[O:15].[NH3:16]>C(Cl)(Cl)Cl>[NH2:16][CH:2]1[CH2:8][CH2:7][C:6]2[CH:9]=[C:10]([S:13][CH3:14])[CH:11]=[CH:12][C:5]=2[NH:4][C:3]1=[O:15]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 19025627HCID 19025627, compound

Product 1

HCID 19025652HCID 19025652, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 0.5 g of 3-iodo-7-methylthio-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one and 15 g of ammonia in 20 mL of chloroform was shaken in a bomb at 100° C. for 3 hours. The bomb was cooled, vented and the contents transferred to a separatory funnel. The mixture was washed with water, dried over magnesium sulfate, filtered and solvents removed under vacuum to give the product. 1H NMR (200 MHz,CDCl3): 1.90 (m,1H), 2.3-2.7 (m,2H), 2.45 (s,3H), 2.85 (m,1H), 3.39 (dd;8,11Hz;1H), 6.89 (d,8Hz,1H), 7.10 (m,2H), 8.3 (br s,1H).

Workup

  1. temperatureThe bomb was cooled
  2. customthe contents transferred to a separatory funnel
  3. washThe mixture was washed with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customsolvents removed under vacuum
  7. customto give the product

Sources & evidence

ORD record
ord-84fdc5485a44453a8344634e709fef3e
Source dataset
uspto-grants-1994_05
Patent number
US05310737

Reaction notes

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