2-(Dimethylamino)acetyl chloride → HCID 87201965, compound

HRID 2188736Notes

Reaction equation

HRID 2188736 reaction equation
[CH3:1][N:2]([CH2:4][C:5](Cl)=[O:6])[CH3:3].[CH3:8][O:9][C:10]1[CH:54]=[C:53]([O:55][CH3:56])[CH:52]=[C:51]([O:57][CH3:58])[C:11]=1[CH:12]=[CH:13][CH:14]([S:24]([CH:27]([CH:37]=[CH:38][C:39]1[C:44]([O:45][CH3:46])=[CH:43][C:42]([O:47][CH3:48])=[CH:41][C:40]=1[O:49][CH3:50])[C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[C:30]([NH2:36])[CH:29]=1)(=[O:26])=[O:25])[C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([NH2:23])[CH:16]=1>O1CCCC1>[CH3:58][O:57][C:51]1[CH:52]=[C:53]([O:55][CH3:56])[CH:54]=[C:10]([O:9][CH3:8])[C:11]=1/[CH:12]=[CH:13]/[CH:14]([S:24]([CH:27](/[CH:37]=[CH:38]/[C:39]1[C:40]([O:49][CH3:50])=[CH:41][C:42]([O:47][CH3:48])=[CH:43][C:44]=1[O:45][CH3:46])[C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[C:30]([NH:36][C:5](=[O:6])[CH2:4][N:2]([CH3:3])[CH3:1])[CH:29]=1)(=[O:26])=[O:25])[C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([NH:23][C:5](=[O:6])[CH2:4][N:2]([CH3:3])[CH3:1])[CH:16]=1

Participants

4

Reactant 2

HCID 70103442-(Dimethylamino)acetyl chlorideHCID 66912535HCID 66912535, compound

Product 1

HCID 87201965HCID 87201965, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of dimethylaminoacetyl chloride (10 mmol) in tetrahydrofuran (40 mL) is added dropwise a solution of 2,4,6-trimethoxystyryl-3-amino-4-methoxybenzylsulfone (10 mmol) in tetrahydrofuran. The solution is stirred overnight and the reaction progress is monitored by TLC. The solvent is removed and the residue is taken up in dichloromethane and washed with water. The organic layer is dried over anhydrous sodium sulfate and evaporated to give the desired amide product.

Workup

  1. customThe solvent is removed
  2. washwashed with water
  3. dry with materialThe organic layer is dried over anhydrous sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-d237479e96f8452e9599646deb53831f
Source dataset
uspto-grants-2012_12
Patent number
US08324190B2

Reaction notes

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