Ammonium Chloride → HCID 18399704, compound

HRID 1019010Notes

Reaction equation

HRID 1019010 reaction equation
C([Mg]Br)C.[NH:5]1[C:13]2[CH:12]=[CH:11][N:10]=[C:9]([N:14]3[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][C:22]4[C:30]5[C:25](=[CH:26][CH:27]=[C:28]([CH:31]=[O:32])[CH:29]=5)[NH:24][CH:23]=4)[CH2:16][CH2:15]3)[C:8]=2[CH:7]=[CH:6]1.I[C:34]1[N:35]=[CH:36][N:37]([C:39]([C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)([C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)[C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[CH:38]=1.[NH4+].[Cl-]>ClCCl>[NH:5]1[C:13]2[CH:12]=[CH:11][N:10]=[C:9]([N:14]3[CH2:15][CH2:16][N:17]([CH2:20][CH2:21][C:22]4[C:30]5[C:25](=[CH:26][CH:27]=[C:28]([CH:31]([C:34]6[N:35]=[CH:36][N:37]([C:39]([C:40]7[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=7)([C:52]7[CH:53]=[CH:54][CH:55]=[CH:56][CH:57]=7)[C:46]7[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=7)[CH:38]=6)[OH:32])[CH:29]=5)[NH:24][CH:23]=4)[CH2:18][CH2:19]3)[C:8]=2[CH:7]=[CH:6]1

Participants

6

Reactant 4

HCID 25517Ammonium ChlorideHCID 6182524-Iodo-1-tritylimidazoleHCID 18399730HCID 18399730, compoundHCID 178418443HCID 178418443, compound

Product 1

HCID 18399704HCID 18399704, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At ambient temperature, a 3M solution of 2.2 mmol of ethylmagnesium bromide and then, after 30 minutes, 2.2 mmol of the compound obtained in Step 4 of Example 39, are added to a solution of 2.0 mmol of 4-iodo-1-tritylimidazole in dichloromethane (0.25M). After stirring for 18 hours, the mixture is treated with a saturated solution of NH4Cl and then extracted with dichloromethane, and the organic phase is treated in conventional manner. Chromatography on silica gel enables the expected product to be isolated.

Workup

  1. extractionextracted with dichloromethane
  2. additionthe organic phase is treated in conventional manner
  3. customto be isolated

Sources & evidence

ORD record
ord-0dc82c1e55264cf0bcb96ac0cbb1b67a
Source dataset
uspto-grants-2002_11
Patent number
US06486171B2

Reaction notes

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