Dichlorocobalt hexahydrate → CID 10898559

HRID 1353050Notes

Reaction equation

HRID 1353050 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]2[N:9]([C@H:12]3[O:16][C@H:15]([CH2:17][OH:18])[C@@H:14]([O:19][P:20]([O:23][C@@H:24]([CH2:26][NH:27][C:28]([CH2:30][CH2:31][C@@:32]4([CH3:89])[C:48]5=[N:49][C@@H:34]([C@:35]6([CH3:84])[N-:73][C:38](=[C:39]([CH3:72])[C:40]7[C@:61]([CH2:63][C:64]([NH2:66])=[O:65])([CH3:62])[C@H:60]([CH2:67][CH2:68][C:69]([NH2:71])=[O:70])[C:42](=[CH:43][C:44]8[C:52]([CH3:54])([CH3:53])[C@H:51]([CH2:55][CH2:56][C:57]([NH2:59])=[O:58])[C:46](=[C:47]5[CH3:50])[N:45]=8)[N:41]=7)[C@@H:37]([CH2:74][CH2:75][C:76]([NH2:78])=[O:77])[C@@:36]6([CH2:80][C:81]([NH2:83])=[O:82])[CH3:79])[C@@H:33]4[CH2:85][C:86]([NH2:88])=[O:87])=[O:29])[CH3:25])([O-:22])=[O:21])[C@H:13]3[OH:90])[CH:10]=[N:11][C:4]=2[CH:3]=1.[C-]#N.[Co+3].O.O.O.O.O.O.[Co:100](Cl)Cl.[BH4-].[Na+].[Br-].C[S+](C)(C)=O>CC(=O)CC.O>[CH3-:1].[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]2[N:9]([C@H:12]3[O:16][C@H:15]([CH2:17][OH:18])[C@@H:14]([O:19][P:20]([O:23][CH:24]([CH2:26][NH:27][C:28]([CH2:30][CH2:31][C@@:32]4([CH3:89])[C:48]5=[N:49][C@@H:34]([C@:35]6([CH3:84])[N-:73][C:38](=[C:39]([CH3:72])[C:40]7[C@:61]([CH2:63][C:64]([NH2:66])=[O:65])([CH3:62])[C@H:60]([CH2:67][CH2:68][C:69]([NH2:71])=[O:70])[C:42](=[CH:43][C:44]8[C:52]([CH3:54])([CH3:53])[C@H:51]([CH2:55][CH2:56][C:57]([NH2:59])=[O:58])[C:46](=[C:47]5[CH3:50])[N:45]=8)[N:41]=7)[C@@H:37]([CH2:74][CH2:75][C:76]([NH2:78])=[O:77])[C@@:36]6([CH2:80][C:81]([NH2:83])=[O:82])[CH3:79])[C@@H:33]4[CH2:85][C:86]([NH2:88])=[O:87])=[O:29])[CH3:25])([O-:22])=[O:21])[C@H:13]3[OH:90])[CH:10]=[N:11][C:4]=2[CH:3]=1.[Co+3:100]

Participants

7

Reactant 4

HCID 517166Dichlorocobalt hexahydrateHCID 4311764Sodium borohydrideHCID 5311498Dtxcid5024346HCID 11126750Trimethylsulfoxonium Bromide

Product 1

HCID 10898559CID 10898559

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6569Methyl Ethyl KetoneSolvent

Procedure

To 13 L of ion-exchanged water were added 1 Kg of cyanocobalamin, 70 g of cobalt chloride hexahydrate, and 750 ml of 2-butanone. After replacing the inside atmosphere of the system with nitrogen gas, the mixture was heated in a water bath, to which an aqueous solution of sodium borohydride (400 g/2 L) was added dropwise while keeping and stirring at the internal temperature of 35° C.±5° C. over 120 minutes. An aqueous solution of trimethylsulfoxonium bromide (383 g/2 L) was further added thereto over 30 minutes. The mixture was stirred for further 3 hours as it was, followed by stirring overnight at a bath temperature of 15° C. The resulting precipitates were collected by filtration and dried to give a crude product of the title compound. To the crude product was added a 50% acetone aqueous solution. After heating at 35° C., the mixture was adjusted to pH 7.0 with concentrated hydrochloric acid. Then, acetone was added dropwise thereinto and the mixture was stirred overnight. The precipitated crystals were collected by filtration and dried, to give the title compound in a yield of 87%.

Workup

  1. additionwas added dropwise
  2. waitover 30 minutes
  3. stirringThe mixture was stirred for further 3 hours as it
  4. stirringby stirring overnight at a bath temperature of 15° C
  5. customThe resulting precipitates
  6. filtrationwere collected by filtration
  7. customdried

Sources & evidence

ORD record
ord-69a60f9eeaa44b6f8432328e0696c4ea
Source dataset
uspto-grants-2007_05
Patent number
US07220855B2

Reaction notes

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