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

HRID 1817136Notes

Reaction equation

HRID 1817136 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-69dd23c49f5348d09047ddb2b6b1ea77
Source dataset
uspto-grants-2009_10
Patent number
US07598232B2

Reaction notes

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