Ammonia → HCID 22222280, compound

HRID 1794609Notes

Reaction equation

HRID 1794609 reaction equation
[CH2:1]([N:8]1[C:13](=[O:14])[C:12]2[C:15]([CH3:18])=[N:16][S:17][C:11]=2[N:10]=[C:9]1[CH:19](Br)[CH2:20][CH3:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH3:23]>CO>[NH2:23][CH:19]([C:9]1[N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:13](=[O:14])[C:12]2[C:15]([CH3:18])=[N:16][S:17][C:11]=2[N:10]=1)[CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 22222345HCID 22222345, compound

Product 1

HCID 22222280HCID 22222280, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 32 (160 mg, 0.42 mmol) and 7N ammonia in MeOH (7.5 mL) was heated in a sealed tube at 120° C. for 2 h, and cooled to room temperature. Solvent was removed to give a yellow solid 36 (136 mg, 100%), which was used without further purification. 1H-NMR (400 MHz, CDCl3): δ 7.07–7.28 (m, 5H), 5.39 (s 2H), 4.23 (brs, 2H), 4.15 (t, J=5.99 Hz, 1H), 2.72 (s, 3H), 1.46–1.66 (m, 2H), 0.75 (t, J=7.37 Hz, 3H).

Workup

  1. temperaturecooled to room temperature
  2. customSolvent was removed

Sources & evidence

ORD record
ord-4a2b927eba64452eacb9ae5493ef360f
Source dataset
uspto-grants-2006_04
Patent number
US07022850B2

Reaction notes

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