N-bromobutanimide → HCID 86699251, compound

HRID 532688Notes

Reaction equation

HRID 532688 reaction equation
C1C(=O)N([Br:8])C(=O)C1.[N:9]1([C:15]2[CH:20]=[CH:19][C:18]([C:21]3[C:25]4[CH2:26][C:27]5[S:28][CH:29]=[CH:30][C:31]=5[C:24]=4[N:23]([CH2:32][O:33][CH2:34][CH2:35][Si:36]([CH3:39])([CH3:38])[CH3:37])[N:22]=3)=[CH:17][CH:16]=2)[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1>C(Cl)Cl>[Br:8][C:29]1[S:28][C:27]2[CH2:26][C:25]3[C:21]([C:18]4[CH:17]=[CH:16][C:15]([N:9]5[CH2:14][CH2:13][O:12][CH2:11][CH2:10]5)=[CH:20][CH:19]=4)=[N:22][N:23]([CH2:32][O:33][CH2:34][CH2:35][Si:36]([CH3:39])([CH3:38])[CH3:37])[C:24]=3[C:31]=2[CH:30]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 86699249HCID 86699249, compound

Product 1

HCID 86699251HCID 86699251, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

NBS (0.18 g, 1.0 mmol) was added to a solution of 6-(4-Morpholin-4-yl-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.23 g, 0.5 mmol) in CH2Cl2 (5.0 mL). After 2 hr, the solution was evaporated and washed with EtOAc, filtered, and concentrated to give the corresponding 2-Bromo-6-(4-morpholin-4-yl-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.21 g, 0.4 mmol) as brown solid in 80% yield.

Workup

  1. customthe solution was evaporated
  2. washwashed with EtOAc
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-c46e41d4020d4fb4b0f2ac24d765baa3
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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