Water → HCID 19076506, compound

HRID 234497Notes

Reaction equation

HRID 234497 reaction equation
C(N(CC)CC)C.[C:8](Cl)(=[O:10])[CH3:9].[NH2:12][C:13]1([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[C:21]2[C:16](=[CH:17][CH:18]=[C:19]([Cl:22])[CH:20]=2)[N:15]([S:23]([C:26]2[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][C:27]=2[O:34][CH3:35])(=[O:25])=[O:24])[C:14]1=[O:36].O>C(Cl)Cl>[C:8]([NH:12][C:13]1([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[C:21]2[C:16](=[CH:17][CH:18]=[C:19]([Cl:22])[CH:20]=2)[N:15]([S:23]([C:26]2[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][C:27]=2[O:34][CH3:35])(=[O:25])=[O:24])[C:14]1=[O:36])(=[O:10])[CH3:9]

Participants

6

Reactant 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 19076543HCID 19076543, compound

Product 1

HCID 19076506HCID 19076506, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.051 g of triethylamine and then 0.04 g of acetyl chloride are added to a solution of 0.234 g of the compound obtained in EXAMPLE 1 in 2 ml of DCM and the reaction mixture is stirred for two hours at RT. It is poured into water, extracted with DCM, washed with water, dried over sodium sulfate and evaporated under vacuum to give the expected product after crystallization and recrystallization from a DCM/iso ether/MeOH mixture. m=0.146 g. M.p.=253° C.

Workup

  1. extractionextracted with DCM
  2. washwashed with water
  3. dry with materialdried over sodium sulfate
  4. customevaporated under vacuum

Sources & evidence

ORD record
ord-716a0c5f00304f9abc1217d7d847f6a3
Source dataset
uspto-grants-1997_01
Patent number
US05594023

Reaction notes

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